HCID 15044977, compound → HCID 19823449, compound

HRID 728066Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:15]([CH2:19][CH2:20][CH:21]([C:25]2[CH:30]=[C:29]([O:31][CH3:32])[C:28]([O:33][CH3:34])=[C:27]([O:35][CH3:36])[CH:26]=2)[C:22](O)=[O:23])C(O)=O)[CH:6]=[C:7]([S:13]C)[C:8]=1[O:9][CH2:10][CH2:11][CH3:12].BrC1C=C(C2CCC(C3C=C(OC)C(OC)=C(OC)C=3)C2=O)C=C(OC)[C:43]=1[O:44]CCC>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:15]2[CH2:19][CH2:20][CH:21]([C:25]3[CH:26]=[C:27]([O:35][CH3:36])[C:28]([O:33][CH3:34])=[C:29]([O:31][CH3:32])[CH:30]=3)[C:22]2=[O:23])[CH:6]=[C:7]([S:13][O:44][CH3:43])[C:8]=1[O:9][CH2:10][CH2:11][CH3:12]

Participants

Reactant 2

HCID 15044977HCID 15044977, compound

HCID 15044980HCID 15044980, compound

Product 1

HCID 19823449HCID 19823449, compound

Procedure

Following substantially the same procedure of Step I but substituting 2-(3-bromo-5-methoxy-6-propoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1,6-hexanedioic acid for 2-(3-methoxy-5-(methylthio)-4-propoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1,6-hexanedioic acid there was prepared a 1:4 cis:trans mixture of 2-(3-bromo-5-methoxy-4-propoxyphenyl-5-(3,4,5-trimethoxyphenyl)cyclopentanone as an oil in a 15% yield,

Workup

customwas prepared a 1:4 cis

Sources & evidence

ORD record: ord-cbe5c002acce43698190088184b4c35a
Source dataset: uspto-grants-1991_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05047420

Reaction notes

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