Lithium borohydride → HCID 67080621, compound

HRID 655558Notes

Reaction equation

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

Participants

Reactant 2

HCID 4148881Lithium borohydride

HCID 67080735HCID 67080735, compound2×

Product 1

HCID 67080621HCID 67080621, compound

Procedure

In analogy to the procedure described in example 2, 4-[(S)-3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-1-methoxycarbonyl-propyl]-5-oxo-[1,4]diazepane-1-carboxylic acid benzyl ester (intermediate 8H) and lithium borohydride gave the title compound in quantitative yield as a white foam. MS; 446.3 (MH+).

Sources & evidence

ORD record: ord-4cecfb19b2cb497aa9888c2d6ffbc1d3
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08071586B2

Reaction notes

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