3-Cyclopentyl-2-(4-methanesulfonyl-phenyl)propionic acid → HCID 11504211, compound

HRID 1685539Notes

Reaction equation

HRID 1685539 reaction equation
[CH:1]1([CH2:6][CH:7]([C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)[C:8]([OH:10])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:21]([O:23][C:24](=[O:33])[CH2:25][S:26][C:27]1[S:31][C:30]([NH2:32])=[N:29][CH:28]=1)[CH3:22]>>[CH2:21]([O:23][C:24](=[O:33])[CH2:25][S:26][C:27]1[S:31][C:30]([NH:32][C:8](=[O:10])[CH:7]([C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)[CH2:6][CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)=[N:29][CH:28]=1)[CH3:22]

Participants

3

Reactant 2

HCID 120694893-Cyclopentyl-2-(4-methanesulfonyl-phenyl)propionic acidHCID 21455623Ethyl 2-(2-aminothiazol-5-ylthio)acetate

Product 1

HCID 11504211HCID 11504211, compound

Procedure

{2-[3-Cyclopentyl-2-(4-methanesulfonyl-phenyl)-propionylamino]-thiazol-5-ylsulfanyl}-acetic acid ethyl ester was prepared from 3-cyclopentyl-2-(4-methanesulfonylphenyl)propionic acid and (2-aminothiazol-5-ylsulfanyl)-acetic acid ethyl ester as described in Example 1. 1H-NMR (CDCl3): δ 11.78 (broad s, 1H), 7.88 (d, 2H), 7.57 (d, 2H), 7.54 (s, 1H), 4.18 (q, 2H), 3.80 (t, 1H), 3.46 (s, 2H), 3.05 (s, 3H), 2.31-2.23 (m, 1H), 1.92-1.85 (m, 1H), 1.80-1.40 (m, 7H), 1.26 (t, 3H), 1.12 (m, 2H); HPLC-MS: m/z=497 (M+1).

Sources & evidence

ORD record
ord-53cd285fe51447d18384ecc5c4d3e548
Source dataset
uspto-grants-2012_04
Patent number
US08148412B2

Reaction notes

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