N-{2-[(Dicyclohexylcarbamoyl)amino]-1,3-thiazole-5-sulfonyl}glycine → {2-[3-(1-Acetyl-piperidin-4-yl)-3-cyclohexyl-ureido]-thiazole-5-sulfonylamino}-acetic acid

HRID 731445Notes

Reaction equation

HRID 731445 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]CC[CH2:2]1.[CH:30]1([N:35](C2CCCC2)[C:36](NC2SC=CN=2)=[O:37])CCCC1.[CH2:49](OC(=O)CNS(C1SC(N)=NC=1)(=O)=O)C>>[C:36]([N:35]1[CH2:30][CH2:2][CH: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:16])=[O:17])=[CH:13][N:14]=2)[CH2:6][CH2:5]1)(=[O:37])[CH3:49]

Participants

4

Reactant 3

HCID 57688273N-{2-[(Dicyclohexylcarbamoyl)amino]-1,3-thiazole-5-sulfonyl}glycineHCID 57688319N,N-Dicyclopentyl-N'-1,3-thiazol-2-ylureaHCID 86253773(2-Amino-thiazole-5-sulfonylamino)acetic acid ethyl ester

Product 1

HCID 57688275{2-[3-(1-Acetyl-piperidin-4-yl)-3-cyclohexyl-ureido]-thiazole-5-sulfonylamino}-acetic acid

Procedure

Prepared in a similar manner to [2-(3,3-dicyclohexyl-ureido)-thiazole-5-sulfonylamino]-acetic acid via 1-(4-cyclohexylamino-piperidin-1-yl)-ethanone (General procedure 1) and (2-amino-thiazole-5-sulfonylamino)-acetic acid ethyl ester to give the title compound.

Sources & evidence

ORD record
ord-ab47f8cfa7f043ed9baa90bb413f820f
Source dataset
uspto-grants-2009_09
Patent number
US07582769B2

Reaction notes

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