Sodium borohydride → HCID 131719771, compound

HRID 232769Notes

Reaction equation

[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C@H:8]2[CH2:13][C@H:12]3[C@H:14]4[C@H:24]([CH2:25][CH2:26][C@:10]3([CH3:11])[C@H:9]2[OH:35])[C@:22]2([CH3:23])[C@H:17]([CH2:18][C@H:19]([OH:34])[C@@H:20]([N:27]3[CH2:32][CH2:31][C:30](=[O:33])[CH2:29][CH2:28]3)[CH2:21]2)[CH2:16][CH2:15]4)[CH2:4][CH2:3]1.[CH3:36][C:37]([CH2:39][C:40]([OH:42])=[O:41])=[O:38].[BH4-].[Na+]>>[OH:33][CH:30]1[CH2:31][CH2:32][N:27]([C@H:20]2[CH2:21][C@@:22]3([CH3:23])[C@@H:17]([CH2:16][CH2:15][C@@H:14]4[C@@H:24]3[CH2:25][CH2:26][C@@:10]3([CH3:11])[C@H:12]4[CH2:13][C@H:8]([N:5]4[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]4)[C@@H:9]3[OH:35])[CH2:18][C@@H:19]2[OH:34])[CH2:28][CH2:29]1.[CH3:36][C:37]([CH2:39][C:40]([OH:42])=[O:41])=[O:38]

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 131719772HCID 131719772, compound

Product 1

HCID 131719771HCID 131719771, compoundYield 83.05%

Procedure

16β-(4-Methyl-1-piperazinyl)-2β-(4-oxo-1-piperidinyl)-5α-androstane-3α,17β-diol-diacetate is reduced by sodium borohydride as described in Example 11 to obtain the foam-like title compound in a yield of 83.05%, Rf2 =0.61.

Sources & evidence

ORD record: ord-cecf13dd63904f1399a25d35d4de70fb
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05591735

Reaction notes

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