A convenient synthesis of 2-exo-methylene penam, a potent intermediate for new β-lactam antibiotics synthesis

DOI: 10.1016/0040-4039(91)80130-X

Source and publish data:

Tetrahedron Letters p. 7445 - 7448 (1991)

Update date:2022-08-04

Topics:

Authors:

Tanaka, Hideo

Kameyama, Yutaka

Kosaka, Atsuko

Yamauchi, Takahito

Torii, Sigeru

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

Article abstract of DOI:10.1016/0040-4039(91)80130-X

A convenient synthesis of 2-exo-methylene penams 1 was performed by transformation of thiazoline-azetidinones, derived from penicillin G, through intramolecular Michael addition. Manipulation of the exo-methylene moiety of 1 opened new entries to 2-oxopenam and 2β-thiomethyl substituted penams, respectively.

Full text of DOI:10.1016/0040-4039(91)80130-X

Products guided by the article

Product name:(E)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-hydroxy-but-2-enoic acid methyl ester

Cas No:139371-91-8

R&D Labs maybe for 139371-91-8

Beijing Green Guardee Technology CO,.LTD

Contact:+86-10-69706062

Address:F2 BLdj,5 No.37 Chaoqian Road
Guarson Chemical Co., Ltd.

website:http://www.guarson.com

Contact:+86-523-88059600,+86-13805268803

Address:Room B1006,Yafang Building,Jiangyan Avenue,Jiangyan District, Taizhou City,Jiangsu,China
Jiaxing Barton Chemicals

website:http://www.chinabarton.com

Contact:+86-573-82719618

Address:No. 162 Fumin Road, Honghe Town,
Zhejiang Sucon Silicone Co.,Ltd

Contact:+86-575-88046692

Address:Qisheng Rd., Paojiang Industrial Zone, Shaoxing, Zhejiang, China.
FOSHAN NANHAI ZHONGNAN PHARMACEUTICAL FACTORY

Contact:0086-0757-85609331

Address:XIAHENGTIAN INDUSTRIAL ZONE,SHAYONG VILLAGE,LISHUI TOWN

Relevant to this article

Synthesis of Substituted Benzoxacycles via a Pd(II)-Catalyzed Intramolecular Arylation Reaction of Allylic Alcohols

Doi:10.1002/cjoc.201600527
(2017)
Synthesis of substituted isoquinolines utilizing palladium-catalyzed α-arylation of ketones

Doi:10.1073/pnas.1206532109
(2012)
Solvent-free one-pot synthesis of 1-carbamatoalkyl-2-naphthols by a tin tetrachloride catalyzed multicomponent reaction

Doi:10.1007/s00706-013-0927-5
(2013)
Optimization of diarylthiazole B-Raf inhibitors: Identification of a compound endowed with high oral antitumor activity, mitigated hERG inhibition, and low paradoxical effect

Doi:10.1002/cmdc.201402424
(2015)
Chiral Bifunctional Thiosquaramides as Organocatalysts in the Synthesis of Enantioenriched 3,3-Disubstituted Oxindoles

Doi:10.1002/ejoc.201901327
(2019)
Novel ionic liquid [2-Eim] HSO₄ as a dual catalytic-solvent system for preparation of hexahydroquinolines under green conditions

Doi:10.1039/c5ra09666a
(2015)

Article Doi