HCID 15589467, compound → HCID 86739804, compound

HRID 1383197Notes

Reaction equation

HRID 1383197 reaction equation
[CH3:1][C:2]1([CH3:30])[C@@H:4](/[CH:5]=[C:6](/[F:10])\[C:7](=[O:9])[OH:8])[C@H:3]1[C:11]([O:13][C@H:14]([C:28]#[N:29])[C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:16]=1)=[O:12]>C(Cl)(Cl)Cl>[CH3:1][C:2]1([CH3:30])[C@@H:4](/[CH:5]=[C:6](/[F:10])\[C:7](=[O:8])[O:9][C:2]([CH3:4])([CH3:3])[CH3:1])[C@H:3]1[C:11]([O:13][C@H:14]([C:28]#[N:29])[C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:16]=1)=[O:12]

Participants

3

Reactant 1

HCID 15589467HCID 15589467, compound

Product 1

HCID 86739804HCID 86739804, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Using the procedure of Example 17, (S)α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3(E)-[2-fluoro-3-oxo-3-hydroxy-propenyl]-cyclopropane-1-carboxylate was reacted to obtain a 61% yield of (S)α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3(E)-[2-fluoro-3-oxo-3-tert.-butoxy-propenyl]-cyclopropane-1-carboxylate with a specific rotation of [α]D20 =+26.5° (c=0.25% in chloroform).

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-7a1c2a4ffcdb42eba87a660645db2fbd
Source dataset
uspto-grants-1989_02
Patent number
US04808749

Reaction notes

Loading…