HCID 70615518, compound → HCID 70615413, compound

HRID 1763915Notes

Reaction equation

HRID 1763915 reaction equation
[CH2:1]([O:3][C:4](=[O:26])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C@@H:11]1[C:15](=[CH:16][CH2:17][C:18](=[O:24])[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:14][CH2:13][C@@H:12]1[OH:25])[CH3:2].[CH3:27][Mg]Br>>[CH2:1]([O:3][C:4](=[O:26])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C@@H:11]1[C:15](=[CH:16][CH2:17][C:18]([OH:24])([CH3:27])[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:14][CH2:13][C@@H:12]1[OH:25])[CH3:2]

Participants

3

Reactant 2

HCID 70615518HCID 70615518, compoundHCID 178418573HCID 178418573, compound

Product 1

HCID 70615413HCID 70615413, compound

Procedure

Following the procedure of Example 16, 9α-hydroxy-15-oxo-12-prostenoic acid ethyl ester is reacted with methyl magnesium bromide to produce 9α,15-dihydroxy-15-methyl-12-prostenoic acid ethyl ester as a mixture of the 15-epimers, Rf = 0.29.

Sources & evidence

ORD record
ord-d3f6971ccdc4438bbceadc1292282547
Source dataset
uspto-grants-1978_09
Patent number
US04113863

Reaction notes

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