Lithium borohydride → HCID 66783028, compound

HRID 1096268Notes

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]2[CH:29]=[CH:28][C:27]([Cl:30])=[C:26]([Cl:31])[CH:25]=2)[C@H:18]([CH3:32])[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.[Li+].[BH4-]>>[Cl:31][C:26]1[CH: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[CH3:32])[CH:29]=[CH:28][C:27]=1[Cl:30]

Participants

Reactant 2

HCID 4148881Lithium borohydride

HCID 66782844HCID 66782844, compound

Product 1

HCID 66783028HCID 66783028, compoundYield 61%

Procedure

In analogy to the procedure described in example 2, (S)-2-[(R)-4-(3,4-dichloro-phenyl)-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 (example 65) and LiBH4 gave the title compound in 61% yield as white solid. MS: 470.2 (MH+, 2Cl).

Sources & evidence

ORD record: ord-8fc7e966496d4fba83cc0f6727a1ef6c
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08138175B2

Reaction notes

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