253454-00-1

Basic information

• Product Name: (1S,2S)-Cyclohex-4-ene-1,2-dicarboxylic acid monomethyl ester
• Synonyms: (1S,2S)-Cyclohex-4-ene-1,2-dicarboxylic acid monomethyl ester
• CAS NO: 253454-00-1
• Molecular Weight: 184.192
• Mol File: 253454-00-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1S,2S)-Cyclohex-4-ene-1,2-dicarboxylic acid monomethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S)-Cyclohex-4-ene-1,2-dicarboxylic acid monomethyl ester(253454-00-1)
• EPA Substance Registry System: (1S,2S)-Cyclohex-4-ene-1,2-dicarboxylic acid monomethyl ester(253454-00-1)

Safety Data

• Hazardous Substances Data: 253454-00-1(Hazardous Substances Data)

Upstream product

• 85-43-8 1,2,3,6-Tetrahydrophthalic anhydride 
• 116733-42-7 3-[(E)-3-(methoxycarbonyl)-propenoyl]-oxazolidin-2-one 
• 116733-43-8 (1R,6R)-6-(2-oxo-oxazolidine-3-carbonyl)-cyclohex-3-ene carboxylic acid methyl ester 
• 141435-12-3 (1S,6S)-6-(2-oxooxazolidine-3-carbonyl)-cyclohex-3-enecarboxylic acid methyl ester 
• 31139-02-3 (1S,2R)-2-(methoxycarbonyl)cyclohex-4-ene-1-carboxylic acid 

Downstream Products

• 423760-35-4 (1R,2R)-2-Methanesulfonylamino-cyclohexanecarboxylic acid [(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-amide 
• 423760-37-6 (1R,2R)-2-Methanesulfonylamino-cyclohexanecarbothioic acid [(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-amide 
• 423760-31-0 (1R,2R)-2-Methanesulfonylamino-cyclohexanecarboxylic acid ((S)-1-hydroxymethyl-2-methyl-propyl)-amide 
• 423760-29-6 (1R,2R)-2-methanesulfonylaminocyclohexanecarboxylic acid 
• 267230-45-5 (1R,2R)-2-aminocyclohexanecarboxylic acid methyl ester 
• 639814-88-3 (1S,2S)-2-methanesulfonylaminocyclohexanecarboxylic acid (1-hydroxymethyl-2-methylpropyl)-amide 
• 639814-85-0 (1S,6S)-6-benzyloxycarbonylaminocyclohex-3-enecarboxylic acid methyl ester 
• 639814-86-1 (1S,2S)-2-methanesulfonylaminocyclohexanecarboxylic acid 
• 639814-87-2 (1S,2S)-2-methanesulfonylaminocyclohexanecarboxylic acid methyl ester 
• 91280-45-4 (1R,6R)-6-benzyloxycarbonylaminocyclohex-3-enecarboxylic acid methyl ester 

Relevant articles and documents

Investigation of ligand loading and asymmetric amplification in CHAOx-catalyzed asymmetric diethylzinc additions

The recently developed (cyclohexylsulfonylamino)oxazoline (CHAOx) ligand was found to provide high ee's and consistent reaction rates in the asymmetric diethylzinc addition to benzaldehyde over a remarkably large loading range of 0.05-10 mol%. Turnover numbers of 1000-2000 can be explained by the absence of a nonlinear effect and the formation of a catalytically active monomer complex. Substituents at the nitrogen donor atoms of the bidentate ligand prevent zinc-complex dimerization.

Improved synthesis of both enantiomers of trans-cyclohex-4-ene-1,2- dicarboxylic acid

A facile synthesis of both enantiomers of trans-cyclohex-4-ene-1,2- dicarboxylic acid on a multigram scale, that starts from inexpensive, commercially available compounds, is described.