Sodium borohydride → HCID 86750121, compound

HRID 232771Notes

Reaction equation

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

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 86750122HCID 86750122, compound

Product 1

HCID 86750121HCID 86750121, compoundYield 91.1%

Procedure

16β-(1,4-Dioxa-8-azaspiro[4.5]dec-8-yl)-2α,3α-epoxy-5α-androstan-17-one is reduced by using sodium borohydride as described in Example 2 to give the title compound in a yield of 91.1%, m.p.: 186°-188° C.

Sources & evidence

ORD record: ord-57e9941a219d42bca7e130e91d600c95
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05591735

Reaction notes

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