申请人:Pharm-Eco Laboratories, Inc.
公开号:US20030040644A1
公开(公告)日:2003-02-27
The present invention relates to a method of preparing a 1-nitro-3-substituted-3-amino-2-propanol diastereomer represented by Structural Formula I:
1
In Structural Formula I, R is an amine protecting group, and R
1
is an amino acid side-chain, a protected amino acid side-chain, a substituted or unsubstituted aliphatic group, a substituted or unsubstituted aromatic group, a substituted or unsubstituted heteroaromatic group, a substituted or unsubstituted aralkyl or a substituted or unsubstituted heteroaralkyl group. The method involves contacting a 1-nitro-3-substituted-3-amino-2-propanone with a reducing agent to form a mixture of 1-nitro-3-substituted-3-amino-2-propanol diastereomers. The 1-nitro-3-substituted-3-amino-2-propanol diastereomers are then separated by simulated moving bed chromatography to obtain one or more 1-nitro-3-substituted-3-amino-2-propanol diastereomer.
本发明涉及一种制备结构式 I 所代表的 1-硝基-3-取代-3-氨基-2-丙醇非对映异构体的方法:
1
在结构式 I 中,R 是胺保护基团,R
1
是氨基酸侧链、受保护的氨基酸侧链、取代或未取代的脂肪族基团、取代或未取代的芳香族基团、取代或未取代的杂芳香族基团、取代或未取代的芳烷基或取代或未取代的杂烷基。该方法包括将 1-硝基-3-取代-3-氨基-2-丙酮与还原剂接触,形成 1-硝基-3-取代-3-氨基-2-丙醇非对映异构体混合物。然后通过模拟移动床色谱法分离 1-硝基-3-取代-3-氨基-2-丙醇非对映异构体,得到一种或多种 1-硝基-3-取代-3-氨基-2-丙醇非对映异构体。