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

Rayfull Holding Co., Ltd

Contact:+86-577-65618087-605

Address:Room 402, Unit 4 Xinhu Bldg. Waitan Ruian City, Zhejiang China.
Hebei Fulong Import & Export Co., Ltd.

Contact:86-311-87795661

Address:15A19 Zhongyuan Building,368 Youyi North Street,Shijiazhuang 050070,China
Antimex Chemical Limied

website:http://www.antimex.com

Contact:0086-21-50563169

Address:Room1027,No.Jinyu Road,Pudong
Jiangxi Biochem Co.,Ltd

Contact:86-791-86629460

Address:1-6F, 118 Xinzhou road, Nanchang, Jiangxi, China
Wuhan Shengmao Corp

website:http://www.shengmaochem.com

Contact:86-27-82853423, 82819281

Address:Rm 202, A Unit Huaqiao Building No. 2, Lihuangpi Road, Wuhan, 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