67180-09-0

Basic information

• Product Name: (2R,3S)-erythro-3-Methyl-4-phenyl-2-butanol
• Synonyms: (2R,3S)-erythro-3-Methyl-4-phenyl-2-butanol
• CAS NO: 67180-09-0
• Molecular Weight: 164.247
• Mol File: 67180-09-0.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: (2R,3S)-erythro-3-Methyl-4-phenyl-2-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-erythro-3-Methyl-4-phenyl-2-butanol(67180-09-0)
• EPA Substance Registry System: (2R,3S)-erythro-3-Methyl-4-phenyl-2-butanol(67180-09-0)

Safety Data

• Hazardous Substances Data: 67180-09-0(Hazardous Substances Data)

Upstream product

• 7653-95-4 1,2-cis,trans-Dimetrhyl-3-phenylcyclopropan 
• 151-50-8 potassium cyanide 
• 25181-26-4 (1α,2β,3β)-1,2-dimethyl-3-phenylcyclopropane 
• 7653-96-5 r-1-phenyl-cis-2,cis-3-dimethylcyclopropane 
• 882030-73-1 r-1,c-2-dimethyl-c/t-3-phenylcyclopropane 
• 766-04-1 benzyllithium 
• 925669-95-0 2,3-cis-epoxybutane 
• 908093-98-1 diazodiphenylmethane 
• 100-39-0 benzyl bromide 
• 7384-80-7 (S)-2-methyl-3-phenylpropan-1-ol 
• 848413-11-6 (1R,2R,3R)-1-phenyl-2-methyl-1,3-butandiol 
• 5445-77-2 (2S)-2-methyl-3-phenylpropanal 
• 676-58-4 methylmagnesium chloride 
• 46114-16-3 2-amino-1-phenyl-3-methylbutane 

Downstream Products

• 125830-08-2 (2R*,3R*)-2-methoxy-3-methyl-4-phenylbutane 
• 125830-08-2 (2S*,3R*)-2-methoxy-3-methyl-4-phenylbutane 

Relevant articles and documents

Diastereoselective Copper-Mediated Cross-Couplings between Stereodefined Secondary Alkylcoppers with Bromoalkynes

A copper(I)-mediated cross-coupling of stereodefined secondary alkyllithiums with bromoalkynes provided stereodefined alkynes with high diastereoselectivity (dr up to 98:2). This cross-coupling was extended to various secondary alkyllithiums bearing a remote oxygen functionality, and the alkyne synthesis was also performed with optically enriched alkyl iodides (up to 99% ee) providing, after cross-coupling, alkynes bearing two stereocenters (dr = 93:7; up to 99% ee).

Multi-enzyme cascade synthesis of the most odorous stereoisomers of the commercial odorant Muguesia

The most odorous stereoisomers of the chiral commercial fragrance Muguesia are prepared by a very effective linear biocatalysed cascade reaction, in which a suitable unsaturated ketone is submitted to the sequential action of two enzymes, an ene-reductase and an alcohol dehydrogenase, which are added together to the same reaction vessel with the cofactor regeneration system. Two stereogenic centres in 1,2 relative position are thus created under high stereochemical control by a two-step one-pot enzymatic procedure.

Chirality and fragrance chemistry: Stereoisomers of the commercial chiral odorants muguesia and pamplefleur

(Chemical Equation Presented) The work describes the enzyme-mediated preparation and the odor evaluation of the single stereoisomers of the commercial odorants Muguesia and Pamplefleur. The synthetic approach to Muguesia stereoisomers helped to clear the assignment of the relative configuration of intermediate diols 5. The odor response of Pamplefleur isomers was found to be rather unusual. No stereoisomer prevailed, but each one played a definite role in establishing the odor sensation of the final blend.