Invention Grant
US07795472B2 Process for producing 2-amino-2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-1,3-propanediol hydrochloride and hydrates thereof, and intermediates in the production thereof
有权
制备2-氨基-2- [2- [4-（3-苄氧基苯硫基）-2-氯苯基]乙基] -1,3-丙二醇盐酸盐及其水合物的方法及其制备中间体
![Process for producing 2-amino-2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-1,3-propanediol hydrochloride and hydrates thereof, and intermediates in the production thereof](/docs/US/2010-09-14/US07795472B2/abs.jpg.600x600.jpg)
- Patent Title: Process for producing 2-amino-2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-1,3-propanediol hydrochloride and hydrates thereof, and intermediates in the production thereof
- Patent Title (中): 制备2-氨基-2- [2- [4-（3-苄氧基苯硫基）-2-氯苯基]乙基] -1,3-丙二醇盐酸盐及其水合物的方法及其制备中间体
-
Application No.: US11665058Application Date: 2005-10-07
-
Publication No.: US07795472B2Publication Date: 2010-09-14
- Inventor: Takeshi Tsubuki , Kenichi Kobayashi , Hidetaka Komatsu
- Applicant: Takeshi Tsubuki , Kenichi Kobayashi , Hidetaka Komatsu
- Applicant Address: JP Tokyo
- Assignee: Kyorin Pharmaceutical Co., Ltd.
- Current Assignee: Kyorin Pharmaceutical Co., Ltd.
- Current Assignee Address: JP Tokyo
- Agency: Wenderoth, Lind & Ponack, L.L.P.
- Priority: JP2004-297651 20041012
- International Application: PCT/JP2005/018602 WO 20051007
- International Announcement: WO2006/041019 WO 20060420
- Main IPC: C07C215/00
- IPC: C07C215/00 ; C07C321/00 ; C07C323/00 ; C07C381/00 ; C07C209/00 ; C07C213/00
![Process for producing 2-amino-2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-1,3-propanediol hydrochloride and hydrates thereof, and intermediates in the production thereof](/abs-image/US/2010/09/14/US07795472B2/abs.jpg.150x150.jpg)
Abstract:
A process for the industrial production of 2-amino-2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-1,3-propanediol hydrochloride (Compound I), an effective immunosuppressant.The process for producing 2-amino-2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-1,3-propanediol hydrochloride or a hydrate thereof includes the steps of reacting 4-(3-benzyloxyphenylthio)-2-chlorobenzaldehyde with ethyl diethylphosphonoacetate in a solvent in the presence of a base to form ethyl 3-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]acrylate; reducing the resulting ethyl 3-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]acrylate, followed by mesylation, iodination and nitration, to form 1-benzyloxy-3-[3-chloro-4-(3-nitropropyl)phenylthio]benzene; forming 2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-2-nitro-1,3-propanediol using a formaldehyde solution; and reducing the resulting 2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-2-nitro-1,3-propanediol to form the desired product.
Public/Granted literature
Information query
