A chemoselective, acid mediated conversion of amide acetal to oxazole: The key step in the synthesis of cardiovascular drug, ifetroban sodium

DOI: 10.1016/S0040-4039(98)00904-6

Source and publish data:

Tetrahedron Letters p. 4769 - 4772 (1998)

Update date:2022-07-29

Topics:

Authors:

Swaminathan, Shankar

Singh, Ambarish K.

Li, Wen-Sen

Venit, John J.

Natalie Jr., Kenneth J.

Simpson, James H.

Weaver, Raymond E.

Silverberg, Lee J.

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

Article abstract of DOI:10.1016/S0040-4039(98)00904-6

The cyclization of acetal amide was carried out with trimethylsilyl trifluoromethanesulfonate, followed by elimination using sodium methoxide to give 2,5-disubstituted oxazole, thus completing a new route to the cardiovascular drug ifetroban sodium.

Full text of DOI:10.1016/S0040-4039(98)00904-6

Products guided by the article

Product name:3,3-Dimethoxy-N-pentyl-2-[(phenylmethyl)amino]-propanamide

Cas No:208448-45-7

R&D Labs maybe for 208448-45-7

Shanghai Intime pharm Co.,Ltd

Contact:86-21-58226973

Address:No 351,Guoshoujing Road, Zhangjiang Hi-tech Park, Pudong, Shanghai, China
chengdu firsterchem Pharmaceutical Co., Ltd.

Contact:028-66825849

Address:chengdu
SAGECHEM LIMITED

website:http://www.sagechem.com

Contact:+86-571-86818502

Address:Room C1301, New Youth Plaza, 8 Jia Shan Road, Hangzhou, China
ShangHai Ruiyi Medical Technology Co.,Ltd.

Contact:+86-21-54718086

Address:No951 Jianchuan RD，Minhang District
Nanjing distinctions Medical Technology Co., Ltd.(expird)

Contact:+86-15996203785 13914714059

Address:nanjing,jiangsu , China

Relevant to this article

An efficient enantioselective synthesis of the acyl side chain of polyoxypeptins

Doi:10.1016/S0040-4039(02)02580-7
(2003)
Synthesis and evaluation of novel oxazoline MMP inhibitors

Doi:10.1016/j.bmcl.2004.07.023
(2004)
STUDIES ON AMINO ACIDS AND PEPTIDES-III. 2,4-BIS(4-METHOXYPHENYL)-1,3,2,4-DITHIADIPHOSPHETANE 2,4-DISULFIDE, LR, AS A NEW RACEMIZATION FREE COUPLING REAGENT IN PEPTIDE SYNTHESIS

Doi:10.1016/0040-4020(82)80104-X
(1982)
Enantioselective Synthesis of Substituted Pipecolic Acid Derivatives

Doi:10.1021/jo9722414
(1998)
Copper complexes modelling the interaction between benzolamide and Cu-substituted carbonic anhydrase. Crystal structure of Cu(bz) (NH₃)₄ complex

Doi:10.1016/s0020-1693(97)06020-9
(1998)
Ruthenium(II) bipyridine complexes with modified phenolic Schiff base ligands. Synthesis, spectroscopic characterization and Redox properties

Doi:10.1016/S0277-5387(97)00277-5
(1998)

Article Doi