Réaction #341068

ord-7eb59327392f4d989eb763c7b7300a37

Équation de réaction

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

Réactifs

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

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreHydrolysis

Mode opératoire

{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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07872139B2uspto-grants-2011_01