Lithium borohydride → HCID 67080930, compound

HRID 655573Notes

Reaction equation

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

Participants

Reactant 2

HCID 4148881Lithium borohydride

HCID 59149891HCID 59149891, compound

Product 1

HCID 67080930HCID 67080930, compoundYield 46%

Procedure

In analogy to the procedure described in intermediate 6A, (S)-2-[(R)-4-(3-chloro-phenylcarbamoyl)-3-methyl-7-oxo-[1,4]diazepan-1-yl]-4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-butyric acid methyl ester was reduced with lithium borohydride (2 h) to give 46% of the title compound as white solid. MS: 479.4 (MH+, 1Cl).

Sources & evidence

ORD record: ord-e051c32c82334b8cb61014b4d8bd831e
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08071586B2

Reaction notes

Loading…