Methyl chloroformate → 3beta,17beta-Dicarbomethoxyandrost-5-ene-7-one

HRID 551842Notes

Reaction equation

HRID 551842 reaction equation
O[C@H:2]1[CH2:19][CH2:18][C@@:17]2([CH3:20])[C:4](=[CH:5][C:6](=[O:22])[C@@H:7]3[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2O)[CH2:3]1.[CH3:23][O:24][C:25](Cl)=[O:26]>N1C=CC=CC=1>[C:25]([C@H:2]1[CH2:19][CH2:18][C@@:17]2([CH3:20])[C:4](=[CH:5][C:6](=[O:22])[C@@H:7]3[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:25]([O:24][CH3:23])=[O:26])[CH2:3]1)([O:24][CH3:23])=[O:26]

Participants

4

Reactant 2

HCID 6586Methyl chloroformateHCID 114266823beta,17beta-Dihydroxyandrost-5-en-7-one

Product 1

HCID 110036193beta,17beta-Dicarbomethoxyandrost-5-ene-7-oneYield 81%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepared from 3β,17β-dihydroxyandrost-5-ene-7-one and methylchloroformate in pyridine at 0-5° C. Yield 81%, m.p. 167-9° C.

Sources & evidence

ORD record
ord-552b46acecfb48ed92d38bc818c90dde
Source dataset
uspto-grants-2011_05
Patent number
US07947846B2

Reaction notes

Loading…