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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 617731Generated: November 2, 2026

Sodium borohydride → 17beta-Hydroxy-7alpha-methyl-11-methyleneestr-4-en-3-one

https://huagongshe.com/reaction/617731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant3-Methoxy-7alpha-methyl-11-methyleneestr-1,3,5(10)-trien-17-oneHCID 15549875—
ReactantLithium ammoniaHCID 57431548—
Product17beta-Hydroxy-7alpha-methyl-11-methyleneestr-4-en-3-oneHCID 57098977—

Reaction Steps

3-Methoxy-7α-methyl-11-methyleneestr-1,3,5(10)-trien-17-one (A-11) was subjected to sodium borohydride reduction of the 17-ketone function, Birch reduction with lithium/NH3 (1), and acid hydrolysis and rearrangement to the title compound. Experimental details are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05952319
Source datasetuspto-grants-1999_09
ORD IDord-4f0b46bb5b9d4267b216b7a5650bffd8
Source noteuspto-grants-1999_09