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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187250Generated: October 30, 2026

Phosphate → HCID 12068238, compound

https://huagongshe.com/reaction/2187250

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphateHCID 1061—
ReactantEthyl 2-oxobicyclo[3.1.0]hexane-6-carboxylateHCID 565357—
SolventHexaneHCID 8058—
ProductHCID 12068238HCID 1206823814.8%

Reaction Conditions

Temperature40 °C

Reaction Steps

2.0 mg of the crude enzyme powder of the present enzyme obtained in Reference Example 14 from Burkholderia cepacia SC-20 was added to, and suspended in, 1 ml of 100 mM phosphate buffer (pH 7.0). 10 mg of racemic ethyl(1SR,5RS,6SR)-2-oxobicyclo[3.1.0]hexane-6-carboxylate was dissolved in 1 ml n-hexane, added to the enzyme solution, and heated to 40° C., and the mixture was stirred. After 13 hours, an aliquot of the reaction solution was removed and analyzed in the same manner as in Examples 1 to 8, and the formed 2-oxobicyclo[3.1.0]hexane-6-carboxylic acid was measured for optical purity and reaction yield. As a result, (+)-(1R,5S,6R)-2-oxobicyclo[3.1.0]hexane-6-carboxylic acid was obtained with 62.9% optical purity in 14.8% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06407284B1
Source datasetuspto-grants-2002_06
ORD IDord-ddf0e6b845074a4489431207c66f9eec
Source noteuspto-grants-2002_06