136032-07-0

Basic information

• Product Name: (-)-<(1R,2S)-2-phenylcyclohex-1-yl>phenylglyoxalate
• Synonyms: (-)-<(1R,2S)-2-phenylcyclohex-1-yl>phenylglyoxalate
• CAS NO: 136032-07-0
• Molecular Weight: 308.377
• Mol File: 136032-07-0.mol

Chemical Properties

• CAS DataBase Reference: (-)-<(1R,2S)-2-phenylcyclohex-1-yl>phenylglyoxalate(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-<(1R,2S)-2-phenylcyclohex-1-yl>phenylglyoxalate(136032-07-0)
• EPA Substance Registry System: (-)-<(1R,2S)-2-phenylcyclohex-1-yl>phenylglyoxalate(136032-07-0)

Safety Data

• Hazardous Substances Data: 136032-07-0(Hazardous Substances Data)

Upstream product

• 1074-12-0 phenylglyoxal hydrate 
• 98919-68-7 (1R,2S)-trans-2-phenylcyclohexanol 
• 611-73-4 Benzoylformic acid 

Downstream Products

• 142798-11-6 2-Hydroxy-2-phenyl-propionic acid (1R,2S)-2-phenyl-cyclohexyl ester 
• 142798-12-7 (R)-2-Hydroxy-2-phenyl-butyric acid (1R,2S)-2-phenyl-cyclohexyl ester 
• 142798-12-7 (S)-2-Hydroxy-2-phenyl-butyric acid (1R,2S)-2-phenyl-cyclohexyl ester 
• 109462-07-9 Hydroxy-phenyl-acetic acid (1R,2S)-2-phenyl-cyclohexyl ester 
• 161634-47-5 (1R,2S)-trans-2-Phenylcyclohexyl 2-oxophenylacetate tosylhydrazone 
• 109462-07-9 (1R,2S)-trans-2-Phenylcyclohexyl (R)-mandelate 
• 161634-50-0 (1R,2S)-trans-2-Phenylcyclohexyl 2-diazophenylacetate 
• 3966-31-2 (R)-2-hydroxy-2-phenylbutyric acid 
• 51559-16-1 α-hydroxy-α-phenyl-β-methylbutanoic acid 
• 117195-36-5 (R)-2-Phenyl-2-hydroxyhexanoic acid 
• 97690-17-0 acide phenyl-2 hydroxy-2 methyl-4 pentanoique 

Relevant articles and documents

Selective Formation of Functionalized α-Quaternary Malononitriles toward 5,5-Disubstituted Pyrrolopyrimidinones

A modular, selective approach to complex α-tertiary substituted malononitriles is reported. The method takes advantage of β-ester-substituted α,α-dinitrile alkenes as highly reactive, chemoselective electrophiles for 1,4-additions with organometallic nucleophiles to produce functionally and sterically dense all-carbon quaternary centers. In the presence of a chiral ester auxiliary bearing an aromatic ring, the 1,4-addition occurs with good to excellent selectivity due to favorable cation-π interactions. The highly functionalized malononitriles represent versatile building blocks and can be applied toward efficient, highly selective syntheses of 5,5-disubstituted pyrrolopyrimidinones.

Diatereoselectivity in the O-H Insertion Reactions of Rhodium Carbenoids Derived from Phenyldiazoacetates of Chiral Alcohols. Preparation of α-Hydroxy and α-Alkoxy Esters

A series of phenyldiazoacetates 3 derived from enantiomerically pure alcohols ((-)-borneol, (+)-menthol, (-)-menthol, (-)-8-phenylmenthol, (-)-trans-2-phenylcyclohexanol, (+)-trans-2-phenyl-cyclohexanol, and (-)-10-(dicyclohexylsulfamoyl)-D-isoborneol) were prepared from the corresponding α-keto esters 1 by way of the tosylhydrazones 2.Rhodium(II)-catalyzed decomposition of the diazoacetates 3 in the presence of water or alcohols resulted in carbenoid O-H insertion reactions to give the corresponding 2-hydroxy- or 2-alkoxyphenylacetates in good yield, but with varying degrees of diastereoselectivity.A range of rhodium(II) and other metal catalysts were investigated, with rhodium(II) acetate and rhodium(II) acetamide giving the best results.The stereochemistry of the major diastereomer was proved in most cases by independent synthesis from a mandelic acid derivative of known configuration.Possible mechanisms are discussed.

ENANTIOSELECTIVE SYNTHESIS OF α- AND β-HYDROXY ACIDS USING trans-2-PHENYLCYLOHEXAN-1-OL AS CHIRAL AUXILIARY

trans-2-Phenylcyclohexanol has been used as a chiral auxiliary for the preparation of α- and β-hydroxy acids in 85 - 100 percent and 11 - 89 percent enantiomeric purities respectively.