Methanesulfonyl chloride → HCID 86732883, compound

HRID 1579437Notes

Reaction equation

HRID 1579437 reaction equation
[OH:1][C@H:2]1[C:19]2[C@:14]([CH3:21])([CH2:15][CH2:16][C:17](=[O:20])[CH:18]=2)[C@@H:13]2[C@H:4]([C@H:5]3[C@@:9]([CH2:11][CH2:12]2)([CH3:10])[C:8](=[O:22])[CH2:7][CH2:6]3)[C@@H:3]1[OH:23].[CH3:24][S:25](Cl)(=[O:27])=[O:26]>N1C=CC=CC=1>[CH3:24][S:25]([O:1][C@H:2]1[C:19]2[C@:14]([CH3:21])([CH2:15][CH2:16][C:17](=[O:20])[CH:18]=2)[C@@H:13]2[C@H:4]([C@H:5]3[C@@:9]([CH2:11][CH2:12]2)([CH3:10])[C:8](=[O:22])[CH2:7][CH2:6]3)[C@@H:3]1[O:23][S:25]([CH3:24])(=[O:27])=[O:26])(=[O:27])=[O:26]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 68131209HCID 68131209, compound

Product 1

HCID 86732883HCID 86732883, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In a manner similar to that described in Example 1C, treat 6β,7α-dihydroxy-4-androstene-3,17-dione (150 mg.) in pyridine (5 ml.) with methanesulfonyl chloride (1 ml.) for two hours at room temperature. Isolate the resultant product in a manner similar to that described in Example 1C to obtain 180 mg. of 6β,7α-dimethanesulfonyloxy-4-androstene-3,17-dione which is used without further purification in the following step 31C.

Sources & evidence

ORD record
ord-6e528500c0d44f0da836e45742ced337
Source dataset
uspto-grants-1976_01
Patent number
US03931167

Reaction notes

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