(R)-3-cyclopentyl-2-(4-methanesulfonylphenyl)propionic acid → HCID 11584324, compound

HRID 1685546Notes

Reaction equation

HRID 1685546 reaction equation
[CH:1]1([CH2:6][C@H: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:34])[CH2:25][CH2:26][S:27][C:28]1[S:32][C:31]([NH2:33])=[N:30][CH:29]=1)[CH3:22]>>[CH2:21]([O:23][C:24](=[O:34])[CH2:25][CH2:26][S:27][C:28]1[S:32][C:31]([NH:33][C:8](=[O:10])[C@@H: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:30][CH:29]=1)[CH3:22]

Participants

3

Reactant 2

HCID 21356244(R)-3-cyclopentyl-2-(4-methanesulfonylphenyl)propionic acidHCID 57481428Ethyl 3-[(2-amino-1,3-thiazol-5-YL)sulfanyl]propanoate

Product 1

HCID 11584324HCID 11584324, compound

Procedure

(R)-3-{2-[3-Cyclopentyl-2-(4-methanesulfonyl-phenyl)propionylamino]-thiazol-5-ylsulfanyl}-propionic acid ethyl ester was prepared from (R)-3-cyclopentyl-2-(4-methanesulfonylphenyl)propionic acid and 3-(2-aminothiazol-5-ylsulfanyl)-propionic acid ethyl ester as described in Example 1. 1H_NMR (CD3OD): δ 7.92 (d, 2H), 7.67 (d, 2H), 7.40 (s, 1H), 4.08 (q, 2H), 3.96 (t, 1H), 3.09 (s, 3H), 2.92 (t, 2H), 2.57 (t, 2H), 2.21 (m, 1H), 1.88-1.48 (m, 8H), 1.22-1.17 (m, 5H); HPLC-MS: m/z: 511 (M+1).

Sources & evidence

ORD record
ord-fe7b0ff55408499397254558946b0c01
Source dataset
uspto-grants-2012_04
Patent number
US08148412B2

Reaction notes

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