Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1995157Generated: October 29, 2026

Carbamimidic acid, N,N'-bis(1-methylethyl)-, 1-methylethyl ester → tert.-butyl(1R,cis)2,2-dimethyl-3-[Z-2-(isopropoxycarbonyl)-ethenyl]-cyclopropane-carboxylate

https://huagongshe.com/reaction/1995157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbamimidic acid, N,N'-bis(1-methylethyl)-, 1-methylethyl esterHCID 11332901—
Reactanttert.-butyl(1R,cis)2,2-dimethyl-3-[Z-2-carboxy-ethenyl]cyclopropane-carboxylateHCID 12807775—
SolventEthyl AcetateHCID 8857—
Producttert.-butyl(1R,cis)2,2-dimethyl-3-[Z-2-(isopropoxycarbonyl)-ethenyl]-cyclopropane-carboxylateHCID 8673900433%

Reaction Steps

2 g of O-isopropyl-N,N'-diisopropyl-isourea were added to a mixture of 2.7 g of the product of Step A and 10 ml of ethyl acetate and the mixture was stirred at room temperature for one hour, refluxed for 90 minutes and then cooled to 20° C. The mixture was filtered and the filtrate was evaporated to dryness under reduced pressure. The 3.5 g of oil residue were chromatographed over silica gel and eluted with a 7-3 benzene-cyclohexane mixture to obtain 1 g of tert.-butyl (1R,cis) 2,2-dimethyl-3-[Z-2-(isopropoxycarbonyl)-ethenyl]-cyclopropane-carboxylate which was used as is for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04402972
Source datasetuspto-grants-1983_09
ORD IDord-42ec53f08ca049a7a34361d741239ae6
Source noteuspto-grants-1983_09