Syntheses of (6S)-cephalosporins from 6-aminopenicillanic acid

Syntheses of (6S)-cephalosporins from 6-aminopenicillanic acid

Two practical routes to (6S,7S)-cephalosporins from 6-aminopenicillanic acid (6-APA) are described. In the first, 6-APA was converted to (2S,4S,5S,6S)-penicillin sulfoxide 49, which underwent Morin ring expansion to a protected (6S,7S)-cephem 50. In the second, ester 15 was converted to (2S,4S,5S,6R...

Bibliografske podrobnosti
Main Authors:	Fekner, T, Baldwin, J, Adlington, R, Jones, T, Prout, C, Schofield, C
Format:	Journal article
Jezik:	English
Izdano:	2000

Podobne knjige/članki

Syntheses of (6S,7S)- and (6S,7R)-deacetoxycephalosporanic acids from 6-aminopenicillanic acid
od: Fekner, T, et al.
Izdano: (1996)

Adipoyl-6-aminopenicillanic acid is a substrate for deacetoxycephalosporin C synthase (DAOCS)
od: Shibata, N, et al.
Izdano: (1996)

Acyl coenzyme A: 6-aminopenicillanic acid acyltransferase from Penicillium chrysogenum and Aspergillus nidulans.
od: Whiteman, P, et al.
Izdano: (1990)

Enzymatic acylation of 6-aminopenicillanic acid /
od: McDougall, B, et al.

THE ENZYMATIC CONVERSION OF EXOMETHYLENE CEPHALOSPORIN-C INTO DEACETYL CEPHALOSPORIN-C AND THE ROLE OF MOLECULAR-OXYGEN IN CEPHALOSPORIN-C BIOSYNTHESIS
od: Baldwin, J, et al.
Izdano: (1988)

Spectrophotometric method for the estimation of 6-Aminopenicillanic acid /
od: 444883 Khadija Shaikh, et al.

6- Aminopenicillanic acid by immobilised penicillin acylase /
od: 240217 Borkar, P. S., et al.

OPTIMASI PEMISAHAN ASAM 6-AMINOPENISILINAT (6-AMINOPENICILLANIC ACID
od: , NUR MUSTAQIM, et al.
Izdano: (2013)

Unusually stable azetidinone sulfenic acids
od: Fekner, T, et al.
Izdano: (1998)

Evaluation of determination of 6-aminopenicillanic acid by p-dimethyl aminobenzaldehyde /
od: 408833 Shewale, Jaiprakash G., et al.

Production of 6-Aminopenicillanic Acid with immobilized Escherichia coli Acylase /
od: Largerlof, E.

THE ROLE OF ALPHA-KETOGLUTARATE IN CEPHALOSPORIN BIOSYNTHESIS
od: Baldwin, J, et al.
Izdano: (1989)

THE ROLE OF MOLECULAR-OXYGEN IN CEPHALOSPORIN-C BIOSYNTHESIS
od: Baldwin, J, et al.
Izdano: (1987)

Laccase-catalyzed derivatization of 6-aminopenicillanic, 7-aminocephalosporanic and 7-aminodesacetoxycephalosporanic acid
od: Annett Mikolasch, et al.
Izdano: (2020-10-01)

CEPHALOSPORIN BIOSYNTHESIS - A BRANCHED PATHWAY SENSITIVE TO AN ISOTOPE EFFECT
od: Baldwin, J, et al.
Izdano: (1991)

Performance of the recirculated packed bed reactor for the hydrolysis of penicillin G to 6-aminopenicillanic acid /
od: Lee, Chew Tin 501000, et al.

THE ENZYMATIC RING EXPANSION OF PENICILLINS TO CEPHALOSPORINS - SIDE-CHAIN SPECIFICITY
od: Baldwin, J, et al.
Izdano: (1987)

CLEAVAGE OF THE 5-AMINO-5-CARBOXY-2-OXAPENTANOYL SIDE-CHAIN FROM ENZYMATICALLY SYNTHESIZED PENICILLINS AND CEPHALOSPORINS
od: Baldwin, J, et al.
Izdano: (1995)

Modeling for the hydrolysis of penicillin G to 6-aminopenicillanic acid using computer program ENZSIM2000 /
od: 191562 Wong, Tak Hiong, et al.
Izdano: (2001)

CEPHALOSPORIN-C BIOSYNTHESIS - A BRANCHED PATHWAY SENSITIVE TO A KINETIC ISOTOPE EFFECT
od: Baldwin, J, et al.
Izdano: (1987)

ENZYMATIC RING EXPANSION OF PENICILLINS TO CEPHALOSPORINS - SIDE-CHAIN SPECIFICITY
od: Baldwin, J, et al.
Izdano: (1987)

Separation of phenyl acetic acid and 6-aminopenicillanic acid applying aqueous two-phase systems based on copolymers and salts
od: Farzaneh Ghazizadeh Ahsaie, et al.
Izdano: (2021-02-01)

Kinetic model of the recirculated packed bed immobilized enzyme reactor for the hydrolysis of penicillin G to 6-aminopenicillanic acid /
od: 191562 Wong, Tak Hiong, et al.
Izdano: (2000)

SYNTHESES OF [2-C-13] AND [1,2-C-13] LABELED ALPHA-KETOGLUTARIC ACID
od: Baldwin, J, et al.
Izdano: (1989)

Hydrolysis of 6-aminopenicillanic acid in a batch stirred-tank reactor and a recirculated packed bed reactor /
od: Lee, Chew Tin 501000, et al.

STUDIES ON THE MECHANISM OF DEACETOXY DEACETYLCEPHALOSPORIN-C SYNTHASE USING CYCLOPROPYL SUBSTITUTED CEPHALOSPORIN PROBES
od: Baldwin, J, et al.
Izdano: (1991)

CEPHALOSPORIN-C BIOSYNTHESIS - STEREOCHEMISTRY OF THE INCORPORATION OF D,L,D-ALPHA-AMINODIPOYL-CYSTEINYL-(3S)-[2-2H,4-C-13]VALINE INTO BETA-LACTAM COMPOUNDS
od: Baldwin, J, et al.
Izdano: (1989)

Pemodelan reaktor lapisan terpadat edaran-berulangan berkelompok untuk hidrolisis penicilin-g kepada 6-aminopenicillanic acid /
od: 463344 Lai, Kok Chean
Izdano: (1999)

THE ROLE OF SULFUR IN CEPHALOSPORIN BIOSYNTHESIS
od: Baldwin, J, et al.
Izdano: (1991)

Process Development for 6‑Aminopenicillanic Acid Production Using Lentikats-Encapsulated Escherichia coli Cells Expressing Penicillin V Acylase
od: Amol M. Sawant, et al.
Izdano: (2020-11-01)

Correction to “Process Development for 6‑Aminopenicillanic Acid Production Using Lentikats-Encapsulated Escherichia coli Cells Expressing Penicillin V Acylase”
od: Amol M. Sawant, et al.
Izdano: (2024-06-01)

Hydrolysis of penicillin G to 6-aminopenicillanic acid in a batch stirred-tank reactor and a recirculated packed bed batch reactor /
od: Lee, Chew Tin 501000
Izdano: (1998)

Ionic strength and PH effects in the kinetically controlled synthesis of benzylpenicillin by nucleophilic deacylation of free and immobilized phenyl-acetyl-penicillin amidase with 6-aminopenicillanic acid/
od: 416857 Kasche, Volker, et al.

GAMMA-LACTAM ANALOGS OF CARBAPENICILLANIC ACIDS
od: Baldwin, J, et al.
Izdano: (1985)

γ-Lactam analogues of carbapenicillanic acids
od: Baldwin, J, et al.
Izdano: (1986)

GAMMA-LACTAM ANALOGS OF CARBAPENICILLANIC ACIDS
od: Baldwin, J, et al.
Izdano: (1986)

Structure of a cephalosporin synthase.
od: Valegård, K, et al.
Izdano: (1998)

SYNTHESES OF CIS-PYRROLIDINE-2 AND TRANS-PYRROLIDINE-2,5-DICARBOXYLIC ACIDS
od: Baldwin, J, et al.
Izdano: (1992)

Synthesis and biological activity study of some novel Tri-Schiff’s basses derived from 6-aminopenicillanic acid and Tri-amide containing three 1,3,4-thiadiazole units.
od: Radwan M. Ali Hameed
Izdano: (2009-06-01)

Syntheses of (S)-beta-pyrazolylalanine and (S)-quisqualic acid from a serine-derived aziridine
od: Farthing, C, et al.
Izdano: (1996)