Sodium borohydride → HCID 11226003, compound

HRID 730971Notes

Reaction equation

[CH3:1][C:2]([CH3:36])([CH3:35])[C:3](=[O:34])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:17]2[S:21][C:20]3[CH:22]=[C:23]([C:26]([NH:28][CH2:29][C:30]([OH:32])=[O:31])=[O:27])[CH:24]=[CH:25][C:19]=3[CH:18]=2)([CH2:15][CH3:16])[CH2:13][CH3:14])=[CH:8][C:7]=1[CH3:33].[BH4-].[Na+]>>[CH2:13]([C:12]([C:17]1[S:21][C:20]2[CH:22]=[C:23]([C:26]([NH:28][CH2:29][C:30]([OH:32])=[O:31])=[O:27])[CH:24]=[CH:25][C:19]=2[CH:18]=1)([C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:4][CH:3]([OH:34])[C:2]([CH3:35])([CH3:36])[CH3:1])=[C:7]([CH3:33])[CH:8]=1)[CH2:15][CH3:16])[CH3:14]

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 11466349HCID 11466349, compound

Product 1

HCID 11226003HCID 11226003, compoundYield 99.6%

Procedure

[(2-{1-[4-(3,3-Dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-benzo[b]thiophene-6-carbonyl)-amino]-acetic acid (135 mg, 0.265 mmol) is reduced using NaBH4 (20 mg, 0.530 mmol) as in example 2 to afford the title compound (135 mg, 99%).

Sources & evidence

ORD record: ord-509f0abe1d06486595f26f3592cee582
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07582775B2

Reaction notes

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