Lithium borohydride → HCID 66783193, compound

HRID 1096221Notes

Reaction equation

C[O:2][C:3](=O)[C@@H:4]([N:15]1[C:21](=[O:22])[CH2:20][CH2:19][N:18]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[CH:24]=2)[CH2:17][CH2:16]1)[CH2:5][CH2:6][O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[Li+].[BH4-]>>[CH2:8]([O:7][CH2:6][CH2:5][C@H:4]([N:15]1[C:21](=[O:22])[CH2:20][CH2:19][N:18]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:31])([F:32])[F:30])[CH:24]=2)[CH2:17][CH2:16]1)[CH2:3][OH:2])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

Reactant 2

HCID 4148881Lithium borohydride

HCID 66782971HCID 66782971, compound

Product 1

HCID 66783193HCID 66783193, compoundYield 94%

Procedure

In analogy to the procedure described in example 2, (S)-4-benzyloxy-2-[7-oxo-4-(3-trifluoromethyl-phenyl)-[1,4]diazepan-1-yl]-butyric acid methyl ester (example 5B) and LiBH4 gave the title compound in 94% yield as light yellow oil. MS: 437.2 (MH+).

Sources & evidence

ORD record: ord-0a2f3aa0e5da4fdf9ed6c48e90d6efa0
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08138175B2

Reaction notes

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