1-Bromopropane → HCID 178459271, compound

HRID 731481Notes

Reaction equation

HRID 731481 reaction equation
[CH:1]1([N:7]([CH:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)[C:8](=[O:23])[NH:9][C:10]2[S:11][C:12]([S:15]([NH:18][CH2:19][C:20]([OH:22])=[O:21])(=[O:17])=[O:16])=[CH:13][N:14]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1(N[C@H]2CC[C@H:40]([O:43]CCC)[CH2:39][CH2:38]2)CCCCC1.[CH:47]1(N([C@H]2CC[C@H](OC)CC2)C(=O)NC2SC(SCC(O)=O)=CN=2)[CH2:51]CC[CH2:48]1.O[C@H]1CC[C@H](C2C=CC=C3C=2C(=O)NC3=O)CC1.BrCCC.C1(=O)CCCCC1.COC([C@H]1CCCN1S(C1SC(N)=NC=1)(=O)=O)=O>>[CH:24]1([N:7]([C@H:1]2[CH2:2][CH2:3][C@H:4]([O:43][CH2:40][CH2:39][CH3:38])[CH2:5][CH2:6]2)[C:8](=[O:23])[NH:9][C:10]2[S:11][C:12]([S:15]([N:18]3[CH2:51][CH2:47][CH2:48][C@@H:19]3[C:20]([OH:22])=[O:21])(=[O:16])=[O:17])=[CH:13][N:14]=2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

8

Reactant 7

HCID 78401-BromopropaneHCID 7967CyclohexanoneHCID 57688273N-{2-[(Dicyclohexylcarbamoyl)amino]-1,3-thiazole-5-sulfonyl}glycineHCID 86630199(R)-1-(2-amino-thiazole-5-sulfonyl)pyrrolidine-2-carboxylic acid methyl esterHCID 178459265HCID 178459265, compoundHCID 178496618HCID 178496618, compoundHCID 178518244HCID 178518244, compound

Product 1

HCID 178459271HCID 178459271, compound

Procedure

Prepared in a similar manner to [2-(3,3-dicyclohexyl-ureido)-thiazole-5-sulfonylamino]-acetic acid via cyclohexyl-(trans-4-propoxy-cyclohexyl)-amine (prepared according to the procedure described for the synthesis of {2-[3-cyclopentyl-3-(trans-4-methoxy-cyclohexyl)-ureido]-thiazol-5-ylsulfanyl}-acetic acid (Step 1) using (trans-4-hydroxy-cyclohexyl)-isoindole-1,3-dione, 1-bromopropane and cyclohexanone) and (R)-1-(2-amino-thiazole-5-sulfonyl)-pyrrolidine-2-carboxylic acid methyl ester to give the title compound.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-ddd6491523c74b9697d1b59340815f3c
Source dataset
uspto-grants-2009_09
Patent number
US07582769B2

Reaction notes

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