136813-95-1

Basic information

• Product Name: cis-4-(tert-butyl)cyclohexyl 2-diazo-3-oxobutanoate
• Synonyms: cis-4-(tert-butyl)cyclohexyl 2-diazo-3-oxobutanoate
• CAS NO: 136813-95-1
• Molecular Weight: 266.34
• Mol File: 136813-95-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: cis-4-(tert-butyl)cyclohexyl 2-diazo-3-oxobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: cis-4-(tert-butyl)cyclohexyl 2-diazo-3-oxobutanoate(136813-95-1)
• EPA Substance Registry System: cis-4-(tert-butyl)cyclohexyl 2-diazo-3-oxobutanoate(136813-95-1)

Safety Data

• Hazardous Substances Data: 136813-95-1(Hazardous Substances Data)

Upstream product

• 937-05-3 cis-4-tert-butyl-1-cyclohexanol 
• 157944-14-4 cis-4-(tert-butyl)cyclohexyl 3-oxobutanoate 

Downstream Products

• 156298-67-8 cis-4-(tert-butyl)cyclohexyl dizoacetate 

Relevant articles and documents

63. Enantioselective Formation of Bicyclic Lactones by Rhodium-Catalyzed Intramolecular CH-Insertion Reactions

The decomposition of cyclohexyl diazoacetate (5a) in the presence of the chiral 4> catalyst leads to a 3:1 cis/trans mixture of bicyclic lactone 6a with an enantiomeric excess of 95-97percent (cis) and 90percent (trans).The conformationally rigid tert-butyl derivatives 5b and 5c afford, in the presence of the same catalyst, 6b and 6c, respectively, via insertion into the equatorial C-H bonds exclusively, with ee's of ca. 95percent.A remarkable degree of induction (92-95percent) results in the lactone 6g upon decomposition of 1-isopropyl-2-methylpropyl diazoacetate (5g).The diazoacetates derived from 1-methylcyclohexanol, cyclopentanol and 1-methylcyclopentanol (5d-f) afford under similar conditions insertion products with higher diastereoselectivity, but significantly lower enantioselectivity.Other dirhodium catalysts are less efficient.