Novel synthesis of CP-734432, an EP4 agonist, using Sharpless asymmetric dihydroxylation

被引：4

作者：

Nair, Sajiv K. ^{[1
]}

Matthews, Jean J. ^{[1
]}

Cripps, Stephan J. ^{[1
]}

Ma, Chunrong ^{[2
]}

Dovalsantos, Elena Z. ^{[2
]}

Grubbs, Alan W. ^{[2
]}

Sach, Neal W. ^{[1
]}

ten Hoeve, Wolter ^{[3
]}

Koster, Han ^{[3
]}

Flahive, Erik J. ^{[2
]}

Tanis, Steven P. ^{[1
]}

Renner, Matt ^{[2
]}

van Wiltenburg, Jim ^{[3
]}

机构：

[1] Pfizer Global R&D, Med Chem, La Jolla, CA 92121 USA

[2] La Jolla Labs, Pfizer Global R&D, Res API & Res Analyt, La Jolla, CA 92121 USA

[3] Syncom BV, NL-9747 AT Groningen, Netherlands

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 11期

关键词：

RECEPTOR AGONISTS; PROSTAGLANDIN ANALOGS; PROSTANOID RECEPTORS; DISCOVERY; POTENT; BONE; PROSTACYCLIN; PHARMACOLOGY; CATALYST; LACTAMS;

D O I：

10.1016/j.tetlet.2009.12.092

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and efficient asymmetric route to CP-734432, a lactam analog of PGE2, that shows selective agonism against the EP4 receptor subtype, is reported herein. The key steps include a Heck coupling to introduce the aryl ring at C-16 and a highly diastereoselective Sharpless asymmetric dihydroxylation to set the C-15 center. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：1451 / 1454

页数：4

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