New asymmetric synthesis of dexecadotril and ecadotril starting from a single precursor

…, JC Plaquevent, L Duhamel, P Duhamel…

Index: Monteil; Danvy; Plaquevent; Duhamel; Gros; Schwartz; Lecomte Synthetic Communications, 2001 , vol. 31, # 2 p. 211 - 218

Full Text: HTML

Citation Number: 12

Abstract

We describe herein a method providing access to both enantiomers of 3-acetylthio-2- benzylpropionic acid via enzymatic desymmetrization of 2-benzyl-1, 3-propanediol. These compounds are respectively the starting materials for the synthesis of ecadotril, and dexecadotril, which are powerful inhibitors of NEP (EC 3.4. 24.11) and have been developed as therapeutic agents.

Cleavage of β-lactone ring by serine protease. Mechanistic implications

[Kim, Dong H.; Park, Jeong-il; Chung, Sang J.; Park, Jung Dae; Park, No-Kyung; Han, Jong Hoon Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 8 p. 2553 - 2560]

An efficient enantioselective preparation of 2-substituted-3-hydroxypropionic acids via chemo-enzymatic reaction

[Atsuumi, Shugo; Nakano, Masato; Koike, Yutaka; Tanaka, Seiichi; Ohkubo, Mitsuru; Yonezawa, Toshiko; Funabashi, Hiroshi; Hashimoto, Junko; Morishima, Hajime Tetrahedron Letters, 1990 , vol. 31, # 11 p. 1601 - 1604]

An efficient enantioselective preparation of 2-substituted-3-hydroxypropionic acids via chemo-enzymatic reaction

Inhibition of invasion and capillary-like tube formation by retrohydroxamate-based MMP inhibitors

[Choi, Seung-Su; Ji, Ae-Ri; Yu, Seung-Woo; Cho, Bong-Hwan; Park, Jung Dae; Park, Jun Hyoung; Lee, Hyun Soo; Ryu, Seong Eon; Kim, Dong Han; Kang, Jae-Hoon; Lee, Seung-Taek Bulletin of the Korean Chemical Society, 2011 , vol. 32, # 6 p. 2032 - 2038]

Inhibition of invasion and capillary-like tube formation by retrohydroxamate-based MMP inhibitors

New asymmetric synthesis of dexecadotril and ecadotril starting from a single precursor

Abstract

Related Articles:

More Articles...