Desulfation and rearrangement of tigemonam to an isoxazolidin-5-one and the synthesis of the rearrangement product

DOI: 10.1002/jhet.5570260104

Source and publish data:

Journal of Heterocyclic Chemistry p. 17 - 21 (1989)

Update date:2022-08-04

Topics:

Authors:

Singh Singh

Kissick Kissick

Fox Fox

Kocy Kocy

Mueller Mueller

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1002/jhet.5570260104

The β-lactam antibiotic Tigemonam undergoes desulfation to the N-hydroxyazetidinone, which rearranges to the isoxazolidin-5-one. the structure of the rearrangement product was confirmed by synthesis.

Full text of DOI:10.1002/jhet.5570260104

Products guided by the article

Product name:(2-Amino-thiazol-4-yl)-[(Z)-benzhydryloxycarbonylmethoxyimino]-acetic acid benzotriazol-1-yl ester

Cas No:123176-18-1

R&D Labs maybe for 123176-18-1

Shanghai Sungo Technology Chemical Co., Ltd

Contact:0086-21-51385579

Address:Room2010, F/20, Tonghua Plaza, NO 345 Jinxiang Road, Jinqiao Export Processing Zone, Shanghai, 201206 P.R.CHINA
TIANJIN DONGRUXIANG MINERALS MARKETING CO.,LTD(expird)

Contact:22-58516360

Address:tianjin
Hunan Shineway Enterprise Co., Ltd.

Contact:+86-731-86303875

Address:118, Huanghua International Airport Road, Huanghua Town, Changsha, Hunan 410137, China
Hebei Think-Do Environment Co., Ltd

website:http://www.thinkdo-environment.com

Contact:0311-86510809-

Address:No 6, Shilian Middle Street, Circular Chemical Industry Park
DU-HOPE INTERNATIONAL GROUP

Contact:+86-25-52346955

Address:199,JIANYE ROAD,NANJING,CHINA

Relevant to this article

2,7-Pyrrolo[2,1-f][1,2,4]triazines as JAK2 inhibitors: Modification of target structure to minimize reactive metabolite formation

Doi:10.1016/j.bmcl.2011.10.032
(2011)
Synthesis of functionalized α-CF₃-α-aminophosphonates via Cu(I)-catalyzed 1,3-dipolar cycloaddition

Doi:10.1016/j.jfluchem.2009.12.003
(2010)
Chemoenzymatic Synthesis of Advanced Intermediates for Formal Total Syntheses of Tetrodotoxin

Doi:10.1002/anie.201804602
(2018)
(E)-4-(α-Halo-p-tolyl)-2-oxo-3-butenoic Acids Inhibit Yeast Pyruvate Decarboxylase by a Diversity of Mechanisms: Multiple Fate for the Thiamin-Bound Enamine Intermediate

Doi:10.1021/ja00206a019
(1989)
Indoline-3-carboxylic acid derived organocatalysts for the anti-mannich reaction

Doi:10.1002/chem.201002130
(2010)
Studies on Tumor Promoters. 7. The Synthesis of a Potentially General Precursor of the Tiglianes, Daphnanes, and Ingenanes

Doi:10.1021/ja00206a049
(1989)

Article Doi