Sodium borohydride → HCID 11317933, compound

HRID 2106458Notes

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[CH:18]=[CH:19][C:20]3[O:24][C:23]([C:25]([NH:27][CH2:28][C:29]([OH:31])=[O:30])=[O:26])=[CH:22][C:21]=3[CH:32]=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[CH:18]=[CH:19][C:20]2[O:24][C:23]([C:25]([NH:27][CH2:28][C:29]([OH:31])=[O:30])=[O:26])=[CH:22][C:21]=2[CH:32]=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 11466045HCID 11466045, compound

Product 1

HCID 11317933HCID 11317933, compoundYield 86.5%

Procedure

[(5-{1-[4-(3,3-Dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-benzofuran-2-carbonyl)-amino]-acetic acid (52 mg, 0.105 mmol) is reduced with NaBH4 (12 mg, 0.316 mmol) analogous to Example 3 to give the title product (45 mg, 86%).

Sources & evidence

ORD record: ord-d72ec3cfa9974896b6c47d58fe1964e3
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07579488B2

Reaction notes

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