Plomestane → HCID 86740365, compound

HRID 464150Notes

Reaction equation

HRID 464150 reaction equation
C([C@@]12[C@@H]3[C@H]([C@H]4[C@@](CC3)(C)C(=O)CC4)CCC1=CC(=O)CC2)C#C.[CH2:24]=[C:25]1[CH2:42][CH2:41][C@@:40]2([CH2:43][C:44]#[CH:45])[C:27]([CH2:28][CH2:29][C@@H:30]3[C@@H:39]2[CH2:38][CH2:37][C@@:35]2([CH3:36])[C@H:31]3[CH2:32][CH2:33][C:34]2=[O:46])=[CH:26]1>>[CH2:24]=[C:25]1[CH2:42][CH2:41][C@@:40]2([CH2:43][C:44]#[CH:45])[C:27]([CH2:28][CH2:29][C@@H:30]3[C@@H:39]2[CH2:38][CH2:37][C@@:35]2([CH3:36])[C@H:31]3[CH2:32][CH2:33][C@@H:34]2[OH:46])=[CH:26]1

Participants

3

Reactant 2

HCID 9904788PlomestaneHCID 86740366HCID 86740366, compound

Product 1

HCID 86740365HCID 86740365, compound

Procedure

The compound 10β-propargyl-estra-4-ene-3,17-dione which is described by Convey et al in J. Biol. Chem., 256, 1076 (1981) is converted to compound 12, which is 3-methylene-10β-propargyl-estra-4-ene-17-one. This latter compound is reduced to form 3-methylene-10β-propargyl-estra-4-ene-17β-ol, compound 8.

Sources & evidence

ORD record
ord-74940ce5cb6149eab9070518e6998268
Source dataset
uspto-grants-1985_10
Patent number
US04546098

Reaction notes

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