89007-61-4

Usage

Uses

Used in Pharmaceutical Industry:
Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (S)is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure and chirality allow for the development of new drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (S)is also used as an intermediate in the synthesis of agrochemicals. Its specific arrangement of atoms and chirality can contribute to the development of novel agricultural products with enhanced performance and selectivity.

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 115-11-7 isobutene 

Downstream Products

• 75885-58-4 (S)-2,2-dimethylcyclopropanecarboxamide 

Relevant academic research and scientific papers

A reusable, insoluble polymer-bound bis(oxazoline) (IPB-box) for highly enantioselective heterogeneous cyclopropanation reactions

A reusable, insoluble polystyrene-supported bis(oxazoline) was developed, affording e.e.s > 90% in the heterogeneous enantioselective cyclopropanation of styrene and 1,1-disubstituted alkenes with ethyl diazoacetate.

A chiral dimethyl cyclopropanecarboxylic preparation method of the formamide

The invention discloses a preparation method of chiral dimethyl cyclopropyl carboxamide. The method comprises a step of asymmetric cyclopropyl alkylation and a step of catalytic amidation of cyclopropyl formic ether, wherein in the step of asymmetric cyclopropyl alkylation, a cyclopropyl alkylation reaction is carried out on ethyl diazoacetate and isobutene under the catalysis of a chiral ligand complex of a cuprous salt so as to obtain (S)-dimethyl cyclopropyl formate; and in the step of catalytic amidation of cyclopropyl formic ether, an ammonolysis reaction is carried out on the (S)-dimethyl cyclopropyl formate by one step so as to directly obtain (S)-2,2-dimethyl cyclopropyl carboxamide, and refining the carboxamide with an alcohol so as to obtain the chiral dimethyl cyclopropyl carboxamide with chemical purity being greater than 99.5% and an e.e. value being greater than 99.5%. Thus, the method used for synthesizing the (S)-2,2-dimethyl cyclopropyl carboxamide is environment-friendly, simple, rapid and efficient.

Siliceous mesocellular foam-supported aza(bisoxazoline)-copper catalysts

Aza(bisoxazoline) was easily immobilized on siliceous mesocellular foam (MCF) in a systematic approach. It was found that silanol precapping, linker group flexibility, ligand loading, and silanol postcapping were important factors to consider in optimizing silica-supported aza(bisoxazoline) catalysts. The optimized MCF-supported aza(bisoxazoline)-copper catalyst offered the same enantioselectivity as its homogeneous counterpart, and excellent recyclability. The heterogenized catalyst showed a much higher chemoselectivity in a short reaction time. The heterogenized aza(bisoxazoline)-copper(I) catalyst was successfully applied to a circulating flow-type packed bed reactor with excellent productivity and enantioselectivity. The circulating flow-type reactor was found to be very useful for gas-generating catalytic reactions such as cyclopropanation reaction.

Improved enantioselectivity of immobilized chiral bisoxazolines by partial precapping of the siliceous mesocellular foam support with trimethylsilyl groups

Siliceous mesocellular foams (MCF) were partially surface-modified with trimethylsilyl (TMS) groups prior to the immobilization of chiral tert-butylbisoxazolines. The resulting MCF-supported bisoxazoline-Cu(I) catalyst showed superior enantioselectivity (