Reacción #619194

ord-5f772d7a63fb402d95a967157692cc29

Ecuación de reacción

CCOC(=O)CS.Nc1cncs1
5-aminothiazole 2-mercaptoacetic acid ethyl ester
CCOC(=O)CSc1cnc(NC(=O)N(C2CCC2)[C@H]2CC[C@H](C)CC2)s1
{2-[3-Cyclobutyl-3-(trans-4-methyl-cyclohexyl)-ureido]-thiazol-5-ylsulfanyl}-acetic acid ethyl ester
C[C@H]1CC[C@H](NC2CCC2)CC1
cyclobutyl-(trans-4-methyl-cyclohexyl)-amine
→
C[C@H]1CC[C@H](N(C(=O)Nc2ncc(SCC(=O)O)s2)C2CCC2)CC1
title compound
C[C@H]1CC[C@H](N(C(=O)Nc2ncc(SCC(=O)O)s2)C2CCC2)CC1
{2-[3-Cyclobutyl-3-(trans-4-methyl-cyclohexyl)-ureido]-thiazol-5-ylsulfanyl}-acetic acid

Reactantes

CCOC(=O)CS.Nc1cncs1
5-aminothiazole 2-mercaptoacetic acid ethyl ester
CCOC(=O)CSc1cnc(NC(=O)N(C2CCC2)[C@H]2CC[C@H](C)CC2)s1
{2-[3-Cyclobutyl-3-(trans-4-methyl-cyclohexyl)-ureido]-thiazol-5-ylsulfanyl}-acetic acid ethyl ester
—
( B )
C[C@H]1CC[C@H](NC2CCC2)CC1
cyclobutyl-(trans-4-methyl-cyclohexyl)-amine

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroHydrolysis

Procedimiento

{2-[3-Cyclobutyl-3-(trans-4-methyl-cyclohexyl)-ureido]-thiazol-5-ylsulfanyl}-acetic acid ethyl ester prepared as described in general procedures (A) and (B) using cyclobutyl-(trans-4-methyl-cyclohexyl)-amine and 5-aminothiazole-2-mercaptoacetic acid ethyl ester. Hydrolysis using general procedure (F) gave the title compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE045183E1uspto-grants-2014_10