Sodium borohydride → 16beta-Methyl-5-androsten-17beta-ol

HRID 1199156Notes

Reaction equation

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

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 5434781216beta-Methly-5-androsten-17-one

Product 1

HCID 7035944416beta-Methyl-5-androsten-17beta-ol

Procedure

Sodium borohydride is added to the 16β-methly-5-androsten-17-one(produced in F hereinabove) according to the procedure described in Example 8F to form mostly the above-identified final product and a smaller amount of 16β-methly-5-androsten-17α-ol which are separated by HPLC on a silica gel column.

Sources & evidence

ORD record: ord-6ad008fadd014ccbb68ae5c1b8ee0691
Source dataset: uspto-grants-1990_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04898694

Reaction notes

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