72229-06-2

Basic information

• Product Name: Bicyclo[3.1.0]hexane-6-carboxylic Acid Ethyl Ester (endo/exo Mixture)
• Synonyms: Bicyclo[3.1.0]hexane-6-carboxylic Acid Ethyl Ester (endo/exo Mixture);Bicyclo[3.1.0]hexane-6-carboxylic Acid Ethyl Ester \n(endo/exo Mixture)
• CAS NO: 72229-06-2
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.20626
• Product Categories: Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 72229-06-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Bicyclo[3.1.0]hexane-6-carboxylic Acid Ethyl Ester (endo/exo Mixture)(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[3.1.0]hexane-6-carboxylic Acid Ethyl Ester (endo/exo Mixture)(72229-06-2)
• EPA Substance Registry System: Bicyclo[3.1.0]hexane-6-carboxylic Acid Ethyl Ester (endo/exo Mixture)(72229-06-2)

Safety Data

• Hazardous Substances Data: 72229-06-2(Hazardous Substances Data)

Usage

Uses

Bicyclo[3.1.0]hexane-6-carboxylic Acid Ethyl Ester (endo/exo Mixture) can be used as an intermediate in the synthesis of various pharmaceutical goods. It is also used in the preparation of BRL 56173, a bicyclic acrylic penicillin highly stable to β-lactamases.

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 142-29-0 cyclopentene 

Downstream Products

• 16650-37-6 bicyclo[3.1.0]hexane-6-carboxylic acid 
• 4971-24-8 1α,5α,6α-bicyclo[3.1.0]hexane-6-carboxylic acid 
• 3313-85-7 6-(hydroxymethyl)-exobicyclo[3.1.0]hexane 
• 20047-45-4 exo-6-Methyl-bicyclo<3.1.0>hexan 
• 30648-76-1 exo-bicyclo[3.1.0]hexane-6-carboxylate methyl ester 

Relevant articles and documents

Concave reagents 32: Syn- and anti-selective cyclopropanation of alkenes with diazoacetates catalyzed by copper(I) complexes of concave 1,10- phenanthrolines

Two classes of concave 1,10-phenanthroline ligands 1 and 2 have been used in the copper(I) catalyzed cyclopropanation of several acyclic and cyclic alkenes 3 with three diazoacetates 4-6. The bimacrocyclic 2,9-diaryl- 1,10-phenanthrolines 1 favor the anti(trans- or exo-) cyclopropanation with anti/syn-selectivities of up to > 99:1 (8g). In contrast, with the 1,10- phenanthroline bridged calix[6]arenes 2 as ligands a rarely observed syn- selective cyclopropanation was achieved. Methyl diazoacetate (6) showed the best syn-selectivities with anti/syn-ratios of up to 14:86 (9g).

Olefin cyclopropanation reactions catalysed by novel ruthenacarborane clusters

Novel ruthenacarborane clusters exhibit high activity as cyclopropanation catalysts in reactions between ethyl diazoacetate and alkenes.