An Asymmetric Synthesis of Rosuvastatin Calcium

被引：8

作者：

Vempala, Naresh ^{[1
,2
]}

Rao, Settipalli Venkateswara ^{[1
]}

Shree, Anireddy Jaya ^{[2
]}

Pradhan, Braja S. ^{[1
]}

机构：

[1] Primodia Chem & Pharmaceut Pvt Ltd, R&D Ctr, 4th Floor,S-9,Phase 2,Gate 1, Hyderabad 500037, Andhra Pradesh, India

[2] Jawaharlal Nehru Technol Univ Hyderabad, Inst Sci & Technol, Ctr Chem Sci & Technol, Hyderabad 500085, Andhra Pradesh, India

来源：

SYNTHESIS-STUTTGART | 2016年 / 48卷 / 23期

关键词：

total synthesis; rosuvastatin calcium; Wittig olefination; lactone reduction; diastereoselective reduction; sugar chemistry; D-glucose; COA REDUCTASE INHIBITOR; CROSS-COUPLING REACTION; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; NK-104; INTERMEDIATE; STATINS; MOIETY; ROUTE; ACID;

D O I：

10.1055/s-0035-1562787

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel asymmetric synthesis of a (3R,5S)-dihydroxyhexanoic ester is described. The ester, which serves as the precursor for generating the side chain of rosuvastatin, is synthesized from D-glucose and subsequently coupled, under Wittig olefination conditions, with a phosphonium ylide derived from an appropriately substituted pyrimidine moiety. The coupling results in the formation of a precursor containing all the structural features of rosuvastatin. This precursor is converted into rosuvastatin calcium following a well-established procedure.

引用

页码：4167 / 4174

页数：8

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