John C. Sheehan
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American chemist
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Chemistry
John C. Sheehan's Degrees
- PhD Chemistry University of California, Berkeley
- Masters Chemistry Stanford University
Why Is John C. Sheehan Influential?
(Suggest an Edit or Addition)According to Wikipedia, John Clark Sheehan was an American organic chemist whose work on synthetic penicillin led to tailor-made forms of the drug. After nine years of hard work at the Massachusetts Institute of Technology , he became the first to discover a practical method for synthesizing penicillin V. While achieving total synthesis, Sheehan also produced an intermediate compound, 6-aminopenicillanic acid, which turned out to be the foundation of hundreds of kinds of synthetic penicillin. Dr. Sheehan's research on synthetic penicillin paved the way for the development of customized forms of the lifesaving antibiotic that target specific bacteria. Over the four decades he worked at M.I.T., Sheehan came to hold over 30 patents, including the invention of ampicillin, a commonly used semi-synthetic penicillin that is taken orally rather than by injection. His research covered not only penicillin, but also peptides, other antibiotics, alkaloids, and steroids.
John C. Sheehan's Published Works
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Total number of citations to an author for the works they published in a given year. This highlights publication of the most important work(s) by the author
Published Works
- A New Method of Forming Peptide Bonds (1955) (1088)
- Notes- A Convenient Synthesis of Water-Soluble Carbodiimides. (1961) (349)
- The Use of N-Formylamino Acids in Peptide Synthesis (1958) (314)
- The Use of Water-Soluble and Basic Carbodiimides in Peptide Synthesis (1956) (175)
- A RAPID SYNTHESIS OF OLIGOPEPTIDE DERIVATIVES WITHOUT ISOLATION OF INTERMEDIATES. (1965) (170)
- THE TOTAL SYNTHESIS OF PENICILLIN V (1957) (162)
- An Improved Procedure for the Condensation of Potassium Phthalimide with Organic Halides (1950) (142)
- Homogeneous Asymmetric Catalysis (1966) (133)
- Photolysis of methoxy-substituted benzoin esters. Photosensitive protecting group for carboxylic acids (1971) (121)
- Asymmetric thiazolium salt catalysis of the benzoin condensation (1974) (120)
- The Synthesis of Stereochemically Pure Peptide Derivatives by the Phthaloyl Method (1952) (118)
- Peptide Derivatives Containing Hydroxyamino Acids (1956) (118)
- Phenacyl photosensitive blocking groups (1973) (114)
- The structure of telomycin. (1963) (110)
- A New Method of Preparing the High Explosive RDX (1949) (104)
- Gas Chromatographic Analysis of Amino Acids as N-Trifluoroacetylamino Acid Methyl Esters. (1964) (96)
- A New Synthetic Route to Peptides (1949) (90)
- The Cross-linking of Gelatin Using a Water-soluble Carbodiimide (1957) (84)
- Photolysis of Desyl Compounds. A New Photolytic Cyclization (1964) (83)
- Total synthesis of a monocyclic peptide lactone antibiotic, etamycin. (1973) (79)
- The Structure of Etamycin (1957) (79)
- α‐Lactams (Aziridinones) (1968) (78)
- A New Synthesis of Cysteinyl Peptides1 (1958) (72)
- The Reaction of Diazomethane with Isocyanates and Isothiocyanates (1949) (67)
- α-Lactams. IV.1A Stable α-Lactam, 1,3-Di-t-butylaziridinone2 (1967) (59)
- The Total and Partial General Syntheses of the Penicillins (1962) (57)
- α‐Lactame (Aziridinone) (1968) (57)
- Facile Alkyl—Oxygen Ester Cleavage (1964) (56)
- Oxidation of cyclic amines with ruthenium tetroxide (1974) (53)
- The Synthesis of Substituted Penicillins and Simpler Structural Analogs. I. Alpha Amino Monocyclic β-Lactams1 (1951) (53)
- A GENERAL SYNTHESIS OF THE PENICILLINS (1959) (48)
- The Synthesis and Reactions of an α-Lactam, 1-t-Butyl-3,3-dimethylazirididone (1964) (48)
- Synthetic peptide models of enzyme active sites. 3. Stereoselective esterase models. (1966) (45)
- The Synthesis of Teloidinone and 6-Hydroxytropinone (1952) (40)
- Some new spiro penicillins (1978) (38)
- A New Method for the Synthesis of Macrocyclic Peptides (1954) (37)
- Peptide Syntheses Using Energy-rich Phosphorylated Amino Acid Derivatives* (1950) (37)
- The Enchanted Ring: The Untold Story of Penicillin (1986) (37)
- The Structure of Terreic Acid (1958) (35)
- Synthesis of benzyl 6-oxopenicillanate and derivatives. I. (1972) (33)
- Synthetic Peptide Models of Enzyme Active Sites. I. cyclo-Glycyl-L-histidyl-L-serylglycyl-L-histidyl-L-seryl (1962) (33)
- Synthetic Peptide Models of Enzyme Active Sites. II. L-Threonyl-L-alanyl-L-seryl-Lhistidyl-L-aspartic Acid, an Active Esterase Model (1964) (33)
- Water-Soluble Derivatives of Δ1 Tetrahydrocannabinol (1972) (32)
- The Synthesis of Phenyl-substituted Triazole Analogs of Histamine (1951) (32)
- A New Synthesis of β-Lactams (1950) (32)
- The Synthesis ofcis- andtrans-3-Hydroxy-L-proline, Two New Amino Acids from the Antibiotic Telomycin (1963) (31)
- The Formation of Five and Six-membered Rings by the Acyloin Condensation. I. The Cyclization of Glutaric and Adipic Esters (1950) (30)
- The Formation of an Isocyanide and a Ketone from an -Haloamide (1964) (30)
- A Sterically Controlled Synthesis of Amino Acids (1961) (30)
- ACTIVATED CYCLIC DERIVATIVES OF AMINO ACIDS (1959) (30)
- THE SYNTHESIS OF SUBSTITUTED PENICILLINS AND SIMPLER STRUCTURAL ANALOGS. VII. THE CYCLIZATION OF A PENICILLOATE DERIVATIVE TO METHYL PHTHALIMIDOPENICILLANATE (1953) (28)
- Synthesis of 6-hydroxypenicillanates and 7-hydroxycephalosporanates. (1974) (28)
- Benzyl 6-oxopenicillanate and derivatives. II. (1973) (27)
- STRUCTURE of hydroxylysine. (1950) (27)
- Amino group protection in peptide synthesis. The 4,5-diphenyl-4-oxazolin-2-one group. (1973) (27)
- The Isolation, Characterization and Synthesis of 3-Hydroxyprolines (1962) (26)
- The Synthesis of Substituted Penicillins and Simpler Structural Analogs. II. α-Acylamino β-Lactam-thiazolidines1 (1951) (26)
- The Formation of Five- and Six-membered Rings by the Acyloin Condensation. IV. The Natural Estrogenic Steroids (1953) (25)
- THE TOTAL SYNTHESIS OF A 5-PHENYL PENICILLIN: METHYL 5-PHENYL-(2-CARBOMETHOXYETHYL)-PENICILLINATE (1950) (25)
- The Isolation, Characterization and Synthesis oferythro-β-Hydroxy-L-leucine, a New Amino Acid from the Antibiotic Telomycin (1962) (24)
- The N-(2-Hydroxyarylidene) Protecting Group in Peptide Synthesis (1962) (24)
- The synthesis of triazole analogs of histamine and related compounds. (1949) (24)
- The Product Derived from the Cyclization of Triglycine Azide (1955) (23)
- The Formation of Five- and Six-membered Rings by the Acyloin Condensation. V. A Novel Conversion of 16-Ketoestradiol-3-methyl Ether to Estrone (1957) (22)
- The Synthesis of 4,5-Methylenephenanthrene (1941) (22)
- THE SYNTHESIS AND REACTIONS OF N-ACYL THIOL AMINO ACIDS (1952) (21)
- The Formation of Five- and Six-membered Rings by the Acyloin Condensation. VI. Cyclization of the Cholesterol a Ring via a 2,3-Secodiester (1957) (21)
- 4,5-Diphenyl-4-oxazolin-2-one ring system as an amine protecting group (1972) (21)
- The Reaction of a-Chloro-a,a-diphenylacetanilide with Sodium Hydride (1961) (21)
- The Synthesis of Substituted Penicillins and Simpler Structural Analogs. IV. The Synthesis of a 5-Phenyl Penicillin and α-Succinimido β-Lactam-thiazolidines1 (1951) (20)
- Reaction of 6(7)-diazopenicillanates and diazocephalosporanates with sulfenyl chlorides. Preparation of 6(7).alpha.-methoxy-substituted thiol penicillanates and thiol cephalosporanates (1978) (20)
- Derivatives of 6.beta.-methylpenicillanic acid (1977) (19)
- .alpha.-Lactams. VI. Photochemistry of .alpha.-lactams (1969) (19)
- A chemical assay method for penicillin G. (1946) (18)
- THE CHEMISTRY OF SYNTHETIC AND SEMISYNTHETIC PENICILLINS (1967) (18)
- The Synthesis and Reactions of Some Substituted β-Lactams (1951) (18)
- The Synthesis of Substituted Penicillins and Simpler Structural Analogs. VIII. Phthalimidomalonaldehydic Esters: Synthesis and Condensation with Penicillamine (1954) (17)
- Optical Rotatory Dispersion Studies. LI.1 Absolute Configurational Assignments of α-Amino Acids and Peptides through Anomalous Rotatory Dispersion of N-Phthaloyl Derivatives2 (1961) (16)
- The Synthesis of Substituted Penicillins and Simpler Structural Analogs. V. The Application of 5-Phenyloxazolidine-2,4-diones to the Synthesis of Phenylacetylamino-β-lactams (1951) (16)
- A novel cleavage of the penicillin nucleus. (1965) (16)
- The Synthesis of Substituted Penicillins and Simpler Structural Analogs. III. Phthalimido β-Lactam-Thiazolidines Derived from Penicillamine (1951) (15)
- The Condensation Products of Oxalyl Chloride with Monosubstituted Amides: Structure and Reactions (1952) (15)
- .alpha.-Lactams. VII. Insertion-type alkylation on .alpha.-lactams by action of alkylmagnesium halides (1969) (15)
- TREATMENT OF POSTOPERATIVE VOMITING (1955) (14)
- α-Halosulfonamides. Synthesis and base-induced reactions (1974) (14)
- α-Lactams. V. The pyrolysis and nucleophilic cleavage of spiro-α-lactams (1967) (14)
- Removal and displacement of the thiazolidine ring in penicillin. II. Selective carbon-sulfur bond cleavage (1973) (13)
- The Synthesis of 1-Methyl-, 1-Ethyl-, and 3-Ethyl-4,5-methylenephenanthrene1 (1941) (13)
- 6alpha-substituted penicillins. (1975) (13)
- Syntheses and Reactions of Acyclic N,N-Diacylglycines (1952) (12)
- A New Isolation of Hydroxylysine (1950) (12)
- Photochemical conversion of beta,beta,beta-trichloroethyl 6-diazopenicillanate into 6beta-thiolpenicillin derivatives. (1977) (12)
- Totally Synthetic Penicillins (1960) (12)
- Intramolecular acyl migration in adenosine derivatives. (1968) (12)
- Benzoxazone Formation in the Reaction of Anthranilic Acid with Isocyanates (1964) (11)
- The Synthesis of Substituted Penicillins and Simpler Structural Analogs. VI. The Synthesis of a 6-Phenylacetylamino-β-lactam-thiazolidine (1951) (11)
- The Reaction of Benzyne with Phenyl Isocyanate (1965) (11)
- The Rearrangement of Substituted Acyl Amino Acids to Unsaturated Azlactones (1950) (11)
- The Decarbonylation of α-Anilino-α,α-diphenylacetic Acid by p-Toluenesulfonyl Chloride and Pyridine (1962) (11)
- The Photochemical Conversion of Phenyl Isocyanate and Diphenyldiazomethane to 2,2-Diphenylindoxyl (1963) (11)
- THE SYNTHESIS OF DIHYDROMETELOIDINE AND RELATED COMPOUNDS (1954) (11)
- The Reaction of Phthaloylglycyl Chloride with 2-Methyl-2-thiazoline1 (1956) (10)
- Notes - A Reaction Peptide Intermediate Derived from Ethoxyacetylene (1958) (10)
- The Synthesis of Substituted Penicillins and Simpler Structural Analogs. XII. 6-Benzylsulfonamidopenicillanic Acid (1957) (10)
- The Synthesis of Hydroxylysine (1950) (10)
- The synthesis of oxygen analogs of cepham. A new bicyclic system (1968) (10)
- The Synthesis of 2-, 4- and 9-Fluoreneacetic Acid (1940) (10)
- Intramolecular Assistance of Decarboxylative Acylation (1961) (10)
- Sulfonation of unsaturated compounds. II. Isolation and characterization of a carbyl sulfate (1975) (9)
- The Synthesis of Substituted Penicillins and Simpler Structural Analogs. X. The Cyclization of 4-Carbomethoxy-5,5-dimethyl-α-phthalimido-2-thiazolidineacetic Acid to Methyl 6-Phthalimidopenicillanate (1956) (9)
- Sulfonation of unsaturated compounds. I. Sulfonation of branched chain ketones with sulfur trioxide. One-step synthesis of tetramethylene sulfate through a retro pinacol-type) rearrangement (1974) (9)
- A Non-enzymatic Duplication of the “Fatty Acid Cycle”1 (1955) (8)
- Chlorpromazine in obstetric analgesia. (1960) (8)
- ACTIVATED CYCLIC DERIVATIVES OF AMINO ACIDS IN PEPTIDE SYNTHESIS (1960) (8)
- Removal and displacement of the thiazolidine ring in penicillin. IV. Formation of a biologically active cephem system (1974) (8)
- The SYNTHETIC penicillins. (1959) (8)
- The Formation of Five and Six-membered Rings by the Acyloin Condensation. II. The Cyclization of Dimethyl Hexahydrohomophthalate (1950) (7)
- SYNTHESIS AND REACTIONS OF 7-HYDRAZONOCEPHALOSPORANATES (1977) (7)
- Arrhythmias produced by combinations of halothane and small amounts of vasopressor. (1964) (7)
- The mass spectra of some a-lactams (1969) (7)
- Acute cerebellar syndrome of childhood (1958) (7)
- Attempted Cyclization of N-Chloroacetylthiazolidines (1952) (6)
- The removal and displacement of the thiazolidine ring of penicillin. 3. Reconstruction of the penam ring system. (1973) (6)
- The O-Alkylation of 2-Carbethoxycyclohexanone (1950) (6)
- STEROID RING CLOSURES USING THE ACYLOIN CONDENSATION (1952) (6)
- Stereospecific synthesis and electronic absorption properties of cis- and trans-4-acetoxyisopulegone (1967) (6)
- C(16)-C(18) Rearrangements of Steroid Alkaloids (1960) (6)
- α-Lactams. III. The Reaction of 1-t-Butyl-3,3-dimethylaziridinone with Lithium Aluminum Hydride (1966) (6)
- The Formation of Five- and Six-membered Rings by the Acyloin Condensation. III. Cyclization of Diethyl 2-Carboxy-2-methylcyclohexane-1-acetate (1953) (5)
- Simple beta-lactam compounds derived from 6-aminopenicillanic acid. (1980) (5)
- The Synthesis of Substituted Penicillins and Simpler Structural Analogs. XI. Methyl 6-Benzylsulfonamidopenicillanate (1956) (5)
- The Isomerism of Dithiolphthalates (1956) (5)
- Total synthesis and resolution of terreic acid. (1974) (5)
- The Synthesis of Substituted Penicillins and Simpler Structural Analogs. IX. 4-Carboxy-5,5-dimethyl-α-phthalimido-2-thiazolidineacetic Acid Derivatives (1956) (4)
- .alpha.-Lactams. IX. Conjugation effects of the .alpha.-lactam ring (1973) (4)
- The Reaction of α-Chloro-α,α-diphenylacetanilide with Sodium Hydride. II.1 The Identification of a Dimeric Product (1966) (4)
- Peptide-type antibiotics (1963) (4)
- The Synthesis and Resolution of Methylleucines (1963) (3)
- The Synthesis and Configuration of cis- and trans-3-Hydroxystachydrine (1964) (3)
- Reactions of b, b, b -Trichloroethyl 6-Diazopenicillanate with Aldehydes and Schiff Bases (1979) (3)
- THE CHEMICAL CONVERSION OF PENICILLIN G INTO A BIOLOGICALLY ACTIVE SYNTHETIC PENICILLIN SERIES (1959) (3)
- In vitro biological activities of 6-isosteric penicillins and 7-isosteric cephalosporins. (1984) (3)
- A synthetic approach to cephams. (1966) (2)
- Acid-catalyzed solvolysis of benzoin tosylate in aromatic solvents (1969) (2)
- Penicillin fifty years after Fleming - Introductory remarks (1980) (2)
- The removal and displacement of the thiazolidine ring of penicillin. I. 3-acylaminoazetidinone and 3-acylamino-4-phenylthioazetidinone. (1973) (2)
- TOTAL SYNTHESIS AND RESOLUTION OF TERREIC ACID (1974) (1)
- Synthesis and reactions of 7-hydrazonocephalosporanates. (1977) (1)
- Hydro Di-(4-hydroxyphenyl)-methane Compounds: Octa- and Dodecahydro-Derivatives (1950) (1)
- Corticosteroids in Hypovolemic Shock (1966) (1)
- Bowel rehabilitation in the constipation of pregnancy. (1960) (1)
- AMINO GROUP PROTECTION IN PEPTIDE SYNTHESIS, THE 4,5-DIPHENYL-4-OXAZOLIN-2-ONE GROUP (1973) (1)
- Additions and Corrections-An Improved Procedure for the Condensation of Potassium Phthalimide with Organic Halides (1950) (1)
- Forty years of peptide chemistry. (1986) (0)
- WASSERLOESLICHE DERIVATE VON DELTA(1)-TETRAHYDROCANNABINOL (1972) (0)
- Additions and Corrections: The Ismerism of Dithiolphalates. (1957) (0)
- THE REMOVAL AND DISPLACEMENT OF THE THIAZOLIDINE RING OF PENICILLIN PART 3, RECONSTRUCTION OF THE PENAM RING SYSTEM (1974) (0)
- D-6-3 Chemistry of Telomycin(Amino acids and peptides) (1964) (0)
- BENZYL-6-OXOPENICILLANATE AND DERIVATIVES PART 2 (1973) (0)
- SYNTHESIS OF 5-ARYL-5,6,7,8-TETRAHYDROTHIAZOLO(3,4-A)PYRIDINIUM BROMIDES (1981) (0)
- New Compounds. 6-Chloro-9-[2'-hydroxethylamino)-ethylamino]-2-methoxyacridine (1952) (0)
- DERIVATIVES OF 6β-METHYLPENICILLANIC ACID (1978) (0)
- Additions and Corrections - Degradation of Thiostrepton. Thiostreptoic Acid. (1960) (0)
- Chapter 3. Hallucinogens (1971) (0)
- PHOTOCHEMICAL CONVERSION OF β,β,β‐TRICHLOROETHYL 6‐DIAZOPENICILLANATE INTO 6β‐THIOLPENICILLIN DERIVATIVES (1977) (0)
- SIMPLE β-LACTAM COMPOUNDS DERIVED FROM 6-AMINOPENICILLANIC ACID (1980) (0)
- A novel synthesis of a beta-lactam. (1948) (0)
- Carbon and oxygen analogue of penicillin and process for their manufacture (1974) (0)
- ALPHA-HALOSULFONAMIDES, SYNTHESIS AND BASE-INDUCED REACTIONS (1974) (0)
- SYNTHESIS OF 6-HYDROXYPENICILLANATES AND 7-HYDROXYCEPHALOSPORANATES (1974) (0)
- ALPHA-LACTAMS PART 9, CONJUGATION EFFECTS OF THE ALPHA-LACTAM RING (1973) (0)
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