Hydrogen Bromide → HCID 86732881, compound

HRID 1579436Notes

Reaction equation

HRID 1579436 reaction equation
Br.CS(O[C@H:7]1[C:26]2[C@:21]([CH3:28])([CH2:22][CH2:23][C:24](=[O:27])[CH:25]=2)[C@@H:20]2[C@H:9]([C@H:10]3[C@:17]([CH3:29])([CH2:18][CH2:19]2)[C@@:13]([OH:30])([C:14](=[O:16])[CH3:15])[C:12](=[CH2:31])[CH2:11]3)[C@H:8]1OS(C)(=O)=O)(=O)=O.[N-:37]=[N+:38]=[N-:39].[Na+]>C(O)(=O)C.CN(C)C=O>[N:37]([C:7]1[C:26]2[C@:21]([CH3:28])([CH2:22][CH2:23][C:24](=[O:27])[CH:25]=2)[C@@H:20]2[C@H:9]([C@H:10]3[C@:17]([CH3:29])([CH2:18][CH2:19]2)[C@@:13]([OH:30])([C:14](=[O:16])[CH3:15])[C:12](=[CH2:31])[CH2:11]3)[CH:8]=1)=[N+:38]=[N-:39]

Participants

6

Reactant 3

HCID 260Hydrogen BromideHCID 33557Sodium AzideHCID 86732882HCID 86732882, compound

Product 1

HCID 86732881HCID 86732881, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6228DimethylformamideSolvent

Procedure

In a manner similar to that described in Example 26, treat 6β,7β-dimethanesulfonyloxy-16β-methyl-16α,17α-oxido-4-pregnene-3,20-dione with hydrogen bromide in acetic acid; treat the resulting 6β,7β-dimethanesulfonyloxy-16-methylene-17α-hydroxy-4-pregnene-3,20-dione with sodium azide in dimethylformamide to obtain 6-azido-16-methylene-17α-hydroxy-4,6-pregnadiene-3,20-dione.

Sources & evidence

ORD record
ord-c29dcc75fa3a4a01b27db2cf184b42ad
Source dataset
uspto-grants-1976_01
Patent number
US03931167

Reaction notes

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