247905-12-0

Basic information

• Product Name: (1S,2R)-1,2-diphenyl-2-methoxyethanol
• Synonyms: (1S,2R)-1,2-diphenyl-2-methoxyethanol
• CAS NO: 247905-12-0
• Molecular Weight: 228.291
• Mol File: 247905-12-0.mol

Chemical Properties

• CAS DataBase Reference: (1S,2R)-1,2-diphenyl-2-methoxyethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R)-1,2-diphenyl-2-methoxyethanol(247905-12-0)
• EPA Substance Registry System: (1S,2R)-1,2-diphenyl-2-methoxyethanol(247905-12-0)

Safety Data

• Hazardous Substances Data: 247905-12-0(Hazardous Substances Data)

Upstream product

• 538-86-3 benzyl methyl ether 
• 100-52-7 benzaldehyde 
• 3524-62-7 benzoin monomethyl ether 

Downstream Products

• 1147-17-7 (1R,2S)-1,2-dimethoxy-1,2-diphenylethane 

Relevant articles and documents

Enantioselective reactions of α-methoxybenzyllithium generated by t-BuLi/chiral bis(oxazoline) complex with aldehydes

The title reaction is shown to afford the corresponding 1,2-diol monomethyl ethers in moderate-to-high levels of % ee (up to 98%) and % de (up to 90% anti), depending markedly on the aldehyde reactivity. The origin of the enantioselectivity is discussed i

Hydrogenation of α-Keto Ethers: Dynamic Kinetic Resolution with a Heterogeneous Modified Catalyst and a Heterogeneous Base

The first successful example of the asymmetric hydrogenation of substituted α-keto ethers with Cinchona-modified Pt/Al2O3 is reported. In the absence of an additional base, kinetic resolution of the racemic starting material was observed with high diastereoselectivity and ee's up to 98% at conversions of a strong reaction acceleration but racemic product. Immobilization of OH- on solid ion exchangers resulted in the desired dynamic kinetic resolution, and ee's of >80% were obtained at >95% conversion. These effects are rationalized on the basis of a simple kinetic and structural model.

A practical stereoselective synthesis of chiral hydrobenzoins via asymmetric transfer hydrogenation of benzils

(matrix presented) Asymmetric reduction of benzil with RuCl[(S,S)-Tsdpen)(η6-p-cymene) in a mixture of formic acid and triethylamine proceeds with a substrate/ catalyst molar ratio of 1000-2000 to give (R,R)-hydrobenzoin quantitatively with high diastereomeric (97% de) and enantiomeric purities (>99% ee), in which the benzoin intermediate with a chirally labile stereogenic center is converted to one major stereoisomer, (R,R)-product, via dynamic kinetic resolution.