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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 464465Generated: October 27, 2026

1-Methylcyclobutanol → (S)alpha-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-[2-(1-methyl-cyclobutoxycarbonyl)-ethynyl]-cyclopropane-carboxylate

https://huagongshe.com/reaction/464465

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylcyclobutanolHCID 140642—
Reactant(S)alpha-cyano-3-phenoxy-benzyl (IR,cis) 2,2-dimethyl-3-(2-carboxyethynyl)-cyclopropane-carboxylateHCID 13093796—
Product(S)alpha-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-[2-(1-methyl-cyclobutoxycarbonyl)-ethynyl]-cyclopropane-carboxylateHCID 8673900958.9%

Reaction Conditions

Temperature20 °C

Reaction Steps

Using the procedure of Step A of Example 15, 3.9 g of (S)α-cyano-3-phenoxy-benzyl(1R,cis)2,2-dimethyl-3-(2-carboxyethynyl)-cyclopropane-carboxylate and 4.3 g of 1-methylcyclobutanol were reacted with stirring at 20° C. for 18 hours. The product was chromatographed over silica gel and was eluted with an 85-15 cyclohexane-ethyl acetate mixture to obtain 2.7 g of (S)α-cyano-3-phenoxy-benzyl(1R,cis)2,2-dimethyl-3-[2-(1-methyl-cyclobutoxycarbonyl)-ethynyl]-cyclopropane-carboxylate melting at 76° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04547522
Source datasetuspto-grants-1985_10
ORD IDord-f4831f8377f24e7586bbe80a005e533d
Source noteuspto-grants-1985_10