5-Aminothiazole 2-mercaptopropionic acid ethyl ester → 3-[2-(3-Cyclohexyl-3-cyclopentyl-ureido)-thiazol-5-ylsulfanyl]-propionic acid

HRID 253913Notes

Reaction equation

HRID 253913 reaction equation
C(OC(=O)[CH:5]([S:7][C:8]1[S:12][C:11]([NH:13][C:14]([N:16]([CH:24]2[CH2:28][CH2:27][CH2:26][CH2:25]2)[C@H:17]2[CH2:22][CH2:21][C@H:20](C)[CH2:19][CH2:18]2)=[O:15])=[N:10][CH:9]=1)[CH3:6])C.C1(N[C@H]2CC[C@H](C)CC2)CCCC1.NC1SC=NC=1.C([O:51][C:52](=[O:56])C(S)C)C>>[CH:17]1([N:16]([CH:24]2[CH2:28][CH2:27][CH2:26][CH2:25]2)[C:14](=[O:15])[NH:13][C:11]2[S:12][C:8]([S:7][CH2:5][CH2:6][C:52]([OH:56])=[O:51])=[CH:9][N:10]=2)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1

Participants

4

Reactant 3

HCID 866112145-Aminothiazole 2-mercaptopropionic acid ethyl esterHCID 178461294HCID 178461294, compoundHCID 178472288HCID 178472288, compound

Product 1

HCID 578839233-[2-(3-Cyclohexyl-3-cyclopentyl-ureido)-thiazol-5-ylsulfanyl]-propionic acid

Procedure

{2-[3-Cyclopentyl-3-(trans-4-methyl-cyclohexyl)-ureido]-thiazol-5-ylsulfanyl}-propionic acid ethyl ester prepared as described in general procedure (A) using cyclopentyl-(trans-4-methyl-cyclohexyl)-amine and 5-aminothiazole-2-mercaptopropionic acid ethyl ester. Hydrolysis using general procedure (F) gave the title compound.

Workup

  1. customHydrolysis

Sources & evidence

ORD record
ord-473d0705b0e344ee8751b6beecf8c740
Source dataset
uspto-grants-2011_01
Patent number
US07872139B2

Reaction notes

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