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Methyl 17beta-benzoyl-estra-1,3,5(10)-triene-3-carboxylate → 17beta-(3,4-Methylenedioxybenzoyl)-estra-1,3,5(10)-triene-3-carboxylic acid

HRID 53451
Notes
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Reaction equation

HRID 53451 reaction equation
[C:1]([C@H:9]1[CH2:14][CH2:13][C@H:12]2[C@H:15]3[C@H:24]([CH2:25][CH2:26][C@:10]12[CH3:11])[C:23]1[CH:22]=[CH:21][C:20]([C:27]([O:29]C)=[O:28])=[CH:19][C:18]=1[CH2:17][CH2:16]3)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:31]1[O:39]C2C=CC([Mg]Br)=CC=2[O:32]1>>[CH2:31]1[O:39][C:5]2[CH:4]=[CH:3][C:2]([C:1]([C@H:9]3[CH2:14][CH2:13][C@H:12]4[C@H:15]5[C@H:24]([CH2:25][CH2:26][C@:10]34[CH3:11])[C:23]3[CH:22]=[CH:21][C:20]([C:27]([OH:29])=[O:28])=[CH:19][C:18]=3[CH2:17][CH2:16]5)=[O:8])=[CH:7][C:6]=2[O:32]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 54345982Methyl 17beta-benzoyl-estra-1,3,5(10)-triene-3-carboxylateHCID 178419615HCID 178419615, compound

Product 1

HCID 5381814517beta-(3,4-Methylenedioxybenzoyl)-estra-1,3,5(10)-triene-3-carboxylic acid

Procedure

The title compound was prepared by the method of Example 19 (iv) by replacing benzylmagnesium chloride with 3,4-methylenedioxyphenylmagnesium bromide.

Sources & evidence

ORD record
ord-44631a82b5b94d1fa39a8991bac6e21a
Source dataset
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05618806

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes