Dicyclohexylamine → 3-[2-(3,3-Dicyclohexyl-ureido)-thiazol-4-ylmethylsulfanyl]-propionic acid

HRID 731407Notes

Reaction equation

HRID 731407 reaction equation
C1(N([C@H]2CC[C@H](OC)CC2)[C:7](=[O:19])[NH:8][C:9]2[S:10][C:11](SCC(O)=O)=[CH:12][N:13]=2)CCCC1.[CH:28]1([NH:34][CH:35]2[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]2)[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1.C([O:43][C:44](=[O:55])[CH2:45][CH2:46][S:47][CH2:48]C1N=C(N)SC=1)C>>[CH:35]1([N:34]([CH:28]2[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]2)[C:7](=[O:19])[NH:8][C:9]2[S:10][CH:11]=[C:12]([CH2:48][S:47][CH2:46][CH2:45][C:44]([OH:55])=[O:43])[N:13]=2)[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40]1

Participants

4

Reactant 3

HCID 7582DicyclohexylamineHCID 71414389Ethyl 3-{[(2-amino-1,3-thiazol-4-YL)methyl]sulfanyl}propanoateHCID 178496618HCID 178496618, compound

Product 1

HCID 576882253-[2-(3,3-Dicyclohexyl-ureido)-thiazol-4-ylmethylsulfanyl]-propionic acid

Procedure

Prepared in accordance with the procedure for the synthesis of {2-[3-cyclopentyl-3-(trans-4-methoxy-cyclohexyl)-ureido]-thiazol-5-ylsulfanyl}-acetic acid using dicyclohexylamine and 3-(2-amino-thiazol-4-ylmethylsulfanyl)-propionic acid ethyl ester prepared in analogy to the methyl ester described in WO 2004/002481).

Sources & evidence

ORD record
ord-51db03571f674926ab761723de29e85e
Source dataset
uspto-grants-2009_09
Patent number
US07582769B2

Reaction notes

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