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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1494567Generated: October 26, 2026

2-Isopropoxycarbonylmethyl-4,5-dimethyl-2-oxo-1,3,2-dioxaphospholane → 2,2-Dimethyl-3-[3-oxo-3-isopropoxy-1-propenyl]-cyclopropane-carboxylic acid

https://huagongshe.com/reaction/1494567

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Isopropoxycarbonylmethyl-4,5-dimethyl-2-oxo-1,3,2-dioxaphospholaneHCID 19828590—
Reactant(1R,3S)-3-(Dihydroxymethyl)-2,2-dimethylcyclopropane-1-carboxylic acidHCID 22817332—
Product2,2-Dimethyl-3-[3-oxo-3-isopropoxy-1-propenyl]-cyclopropane-carboxylic acidHCID 54055605—

Reaction Steps

Using the procedure of Example 6, 0.76 g of the lactone of (1R,cis) 2,2-dimethyl-3-dihydroxymethyl-cyclopropane-carboxylic acid and 1.9 g of 2-isopropoxycarbonylmethyl-4,5-dimethyl-2-oxo-1,3,2-dioxaphospholane were reacted to obtain 1 of (1R,cis,ΔZ) 2,2-dimethyl-3-[3-oxo-3-isopropoxy-1-propenyl]-cyclopropane-carboxylic acid melting at 100° C. and having a specific rotation of [α]D20 =+71°±2° (c=1% in chloroform) and 0.09 g of the corresponding E isomer.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05026862
Source datasetuspto-grants-1991_06
ORD IDord-88c1d2984c8a407a967e30880922caa4
Source noteuspto-grants-1991_06