1-Bromopropane → HCID 178459275, compound

HRID 731471Notes

Reaction equation

HRID 731471 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(O)=O)(=[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]([O:43][CH2:44][CH2:45][CH3:46])CC2)CCCCC1.C1(N([C@H]2CC[C@H](OC)CC2)C(=O)NC2SC(S[CH2:61][C:62]([OH:64])=[O:63])=CN=2)CCCC1.O[C@H]1CC[C@H](C2C=CC=C3C=2C(=O)NC3=O)CC1.BrCCC.C1(=O)CCCCC1.C(OC(=O)CCNS(C1SC(N)=NC=1)(=O)=O)C>>[CH:1]1([N:7]([C@H:24]2[CH2:29][CH2:28][C@H:27]([O:43][CH2:44][CH2:45][CH3:46])[CH2:26][CH2:25]2)[C:8](=[O:23])[NH:9][C:10]2[S:11][C:12]([S:15]([NH:18][CH2:19][CH2:61][C:62]([OH:64])=[O:63])(=[O:16])=[O:17])=[CH:13][N:14]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

8

Reactant 7

HCID 78401-BromopropaneHCID 7967CyclohexanoneHCID 57688273N-{2-[(Dicyclohexylcarbamoyl)amino]-1,3-thiazole-5-sulfonyl}glycineHCID 866298803-(2-Amino-thiazole-5-sulfonylamino)propionic acid ethyl esterHCID 178459265HCID 178459265, compoundHCID 178496618HCID 178496618, compoundHCID 178518244HCID 178518244, compound

Product 1

HCID 178459275HCID 178459275, 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 3-(2-amino-thiazole-5-sulfonylamino)-propionic acid ethyl ester to give the title compound.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-47f830b5d085472bbdb9c84e2a587880
Source dataset
uspto-grants-2009_09
Patent number
US07582769B2

Reaction notes

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