HCID 86739806, compound → HCID 86739805, compound

HRID 1383198Notes

Reaction equation

HRID 1383198 reaction equation
[CH3:1][C:2]1([CH3:17])[CH:4](/[CH:5]=[C:6](\[Br:13])/[C:7]([O:9][CH2:10][CH2:11][CH3:12])=[O:8])[CH:3]1[C:14]([OH:16])=[O:15].[CH3:18][C:19]1([CH3:33])[CH:21](/[CH:22]=[C:23](\[F:29])/[C:24](=[O:28])[O:25]CC)[CH:20]1[C:30]([O-:32])=[O:31]>>[CH3:17][C:2]1([CH3:1])[CH:4](/[CH:5]=[C:6](\[Br:13])/[C:7]([O:9][CH2:10][CH2:11][CH3:12])=[O:8])[CH:3]1[C:14]([OH:16])=[O:15].[CH3:18][C:19]1([CH3:33])[CH:21](/[CH:22]=[C:23](\[F:29])/[C:24](=[O:25])[OH:28])[CH:20]1[C:30]([O-:32])=[O:31]

Participants

4

Reactant 2

HCID 86739806HCID 86739806, compoundHCID 867427802,2-dimethyl-3(Z)-[2-bromo-2-propoxycarbonyl-ethenyl]-cyclopropane-1-carboxylic acid

Product 2

HCID 86739805HCID 86739805, compoundHCID 867427802,2-dimethyl-3(Z)-[2-bromo-2-propoxycarbonyl-ethenyl]-cyclopropane-1-carboxylic acid

Procedure

Using the procedure of Step A of Example 14, (S)α-cyano-3-phenoxy-benzyl (1R, trans) 2,2-dimethyl-3(Z) -[2-fluoro-3-oxo-3-ethoxy-propenyl]-cyclopropane-1-carboxylate was reacted to obtain (S)α-cyano-3-phenoxy-benzyl (1R, trans) 2,2-dimethyl-3(Z)-[2-fluoro-3-oxo-3-hydroxy-propenyl]-cyclopropane-1-carboxylate which was reacted by the process of Step B of Example 14 to obtain (S)α-cyano-3-phenoxy-benzyl (1R, trans) 2,2-dimethyl-3(Z)-[2-fluoro-3-oxo-3-methoxypropenyl]-cyclopropane-1-carboxylate with a specific rotation of [α]D20 =+15.5°±2.5° (c=0.3% in chloroform).

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-62add3e55ae1483fb0dc90a19138dea2
Source dataset
uspto-grants-1989_02
Patent number
US04808749

Reaction notes

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