PROCESS OF PRODUCING 2-AMINO-2[2-[4(3-BENZYLOXYPHENYLTHIO)-2-CHLOROPHENYLETHYL]-1, 3-PROPANEDIOL] HYDROCHLORIDE AND HYDRATES THEREOF, AS WELL AS INTERMEDIATE PRODUCTS FOR PRODUCING SAID HYDRATES Russian patent published in 2009 - IPC C07C319/20 C07C319/12 C07C323/07 C07C323/32 C07C323/56 A61K31/137 A61P1/04 A61P11/06 A61P13/12 A61P17/00 A61P19/02 A61P29/00 A61P37/06 A61P37/08 

Abstract RU 2376285 C2

FIELD: medicine.

SUBSTANCE: invention relates to a method of producing 2-amino-2-[2-[4-(3-benzyloxy-phenylthio)-2-chlorophenyl]ethyl]-1,3-propanediol hydrochloride or its hydrate, involving the following steps: reacting 4-(3-benzyloxyphenylthio)-2-chlorobenzaldehyde and diethylphosphonoacetate ethyl in a solvent in the presence of a base, obtaining ethyl 3-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]acrylate; reducing the formed ethyl 3-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]acrylate with subsequent mesylation, iodizing, and nitration, obtaining 1-benzyloxy-3-[3-chloro-4-(3-nitropropyl-phenylthio]benzol; hydroxymethylation of the formed 1-benzyloxy-3-[3-chloro-4-(3-nitropropyl-phenylthio] benzol with formaldehyde, obtaining 2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-2-nitro-1,3-propanediol; as well as reduction of the formed 2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-2-nitro-1,3-propanediol, obtaining the end product. The invention also relates to intermediate products: ethyl 3-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]acrylate, 1-benzyloxy-3-[3-chloro-4-(3-nitropropylphenylthio]benzol, 2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-2-nitro-1,3-propanediol or to their hydrates.

EFFECT: industrial production of said compound with good output and high purity.

4 cl, 4 ex

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RU 2 376 285 C2

Authors

Tsubuki Takeshi

Kobajashi Kenichi

Komatsu Khidetaka

Dates

2009-12-20Published

2005-10-07Filed