HCID 56996453, compound → HCID 56624732, compound

HRID 1855739Notes

Reaction equation

HRID 1855739 reaction equation
[Cl:1][C:2]([Li])=[CH:3][O:4]CC.BrC(=[C:12]1[C@:29]2([CH3:30])[C@H:15]([C@H:16]3[C:26](=[CH:27][CH2:28]2)[C@:24]2([CH3:25])[C:19](=[CH:20][C:21](=[O:31])[CH2:22][CH2:23]2)[CH2:18][CH2:17]3)[CH2:14][CH2:13]1)C=O>>[Cl:1][C:2](=[C:12]1[C@:29]2([CH3:30])[C@H:15]([C@H:16]3[C:26](=[CH:27][CH2:28]2)[C@:24]2([CH3:25])[C:19](=[CH:20][C:21](=[O:31])[CH:22]=[CH:23]2)[CH2:18][CH2:17]3)[CH2:14][CH2:13]1)[CH:3]=[O:4]

Participants

3

Reactant 2

HCID 56996453HCID 56996453, compoundHCID 178506807HCID 178506807, compound

Product 1

HCID 56624732HCID 56624732, compound

Procedure

reacting androsta-1,3,5,9(11)-tetraene-17-one-3-diethylenamine with a cis-trans mixture of 2-chloro-2-lithio-1-ethoxyethylene to give a compound of the formula: ##STR38## (2) hydrolysis of the product of step (1) with acid to give 20-chloropregna 1,4,9(11),17(20)-tetraen-3-one-21-al (IVb) and

Workup

  1. customto give a compound of the formula

Sources & evidence

ORD record
ord-f8a044d57aa246b0951591bcd0ca245b
Source dataset
uspto-grants-1980_08
Patent number
US04216159

Reaction notes

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