The Improved Synthesis of OPC-29030, a Platelet Adhesion Inhibitor via Diastereoselective Oxidation of Chiral Non-racemic Sulfide

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概要

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• An improved synthetic route of OPC-29030, the platelet adhesion inhibitor, was established via the dinstere-oselective oxidation of a chiral non-racemic sulfide (R)-5 to (S_s)-6 by the catalytic oxidation using VO(acac)_2 and cumene hydroperoxide (CHP) in the presence of MS4A. Under the current condition, the diastereoselectivity was not influenced by the presence of moisture, and moderate to high selectivity (72% de) was obtained at -30℃. The obtained sulfoxide, which diastereomeric excess was easily raised by the recrystallization, could successfully lead to OPC-29030.

• 公益社団法人日本薬学会の論文
• 2002-11-01

著者

• 北 泰行

  大阪大学大学院薬学研究科

• 北 泰行

  大阪大学薬学部

• Fukuda N

  Graduate School Of Pharmaceutical Sciences Kyushu University

• KITA Yasuyuki

  Graduate School of Pharmaceutical Sciences, Osaka University

• Kita Yasuyuki

  Graduate School Of Pharmaceutical Sciences Osaka Univ.

• Kita Yasuyuki

  Graduate School Of Pharmaceutical Sciences Osaka University Yamadaoka

• Fukuda Noriko

  Graduate School Of Pharmaceutical Sciences Kyushu University

• MATSUGI Masato

  Department of Materials Chemistry, Graduate School of Engineering, Osaka University

• SHIMADA Rieko

  Department of Materials Chemistry, Graduate School of Engineering, Osaka University

• OHATA Shinji

  Department of Materials Chemistry, Graduate School of Engineering, Osaka University

• NOJIMA Masatomo

  Department of Materials Chemistry & Frontier Research Center, Graduate School of Engineering, Osaka

• FUKUDA Norio

  BPC Division, Second Tokushima Factory, Otsuka Pharmaceutical Co., Ltd.

• MINAMIKAWA Jun-ichi

  BPC Division, Second Tokushima Factory, Otsuka Pharmaceutical Co., Ltd.

• Ohata Shinji

  Department Of Materials Chemistry Graduate School Of Engineering Osaka University

• Shimada R

  Department Of Materials Chemistry Graduate School Of Engineering Osaka University

• Matsugi M

  Department Of Materials Chemistry & Frontier Research Center Graduate School Of Engineering. Osa

• Nojima Masatomo

  Department Of Materials Chemistry & Frontier Research Center Graduate School Of Engineering. Osa

• Nojima Masatomo

  Department Of Material Chemistry Faculty Of Engineering Osaka University

• Matsugi Masato

  Department of Applied Biological Chemistry, Faculty of Agriculture, Meijo University

• Nojima Masatomo

  Department of Applied Chemistry, Faculty of Engineering, Osaka University

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