Sodium borohydride → HCID 131719764, compound

HRID 232763Notes

Reaction equation

[O:1]=[C:2]1[CH2:7][CH2:6][N:5]([C@H:8]2[CH2:25][C@@:24]3([CH3:26])[C@@H:11]([CH2:12][CH2:13][C@@H:14]4[C@@H:23]3[CH2:22][CH2:21][C@@:19]3([CH3:20])[C@H:15]4[CH2:16][C@H:17]([N:28]4[CH2:32][CH2:31][CH2:30][CH2:29]4)[C@@H:18]3[OH:27])[CH2:10][C@@H:9]2[OH:33])[CH2:4][CH2:3]1.[CH3:34][C:35]([CH2:37][C:38]([OH:40])=[O:39])=[O:36].[BH4-].[Na+]>>[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C@H:8]2[CH2:25][C@@:24]3([CH3:26])[C@@H:11]([CH2:12][CH2:13][C@@H:14]4[C@@H:23]3[CH2:22][CH2:21][C@@:19]3([CH3:20])[C@H:15]4[CH2:16][C@H:17]([N:28]4[CH2:32][CH2:31][CH2:30][CH2:29]4)[C@@H:18]3[OH:27])[CH2:10][C@@H:9]2[OH:33])[CH2:4][CH2:3]1.[CH3:34][C:35]([CH2:37][C:38]([OH:40])=[O:39])=[O:36]

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 131719765HCID 131719765, compound

Product 1

HCID 131719764HCID 131719764, compoundYield 81%

Procedure

2β-(4-Oxo-1-piperidinyl)-16β-(1-pyrrolidinyl)-5α-androstane-3α,17β-diol-diacetate is reduced by sodium borohydride as described in Example 11 to give the foam-like title compound in a yield of 81%, Rf2 =0.55.

Sources & evidence

ORD record: ord-22e689885f184c60ba7a8ec05f2b1b6b
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05591735

Reaction notes

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