53777-08-5

Basic information

• Product Name: (2S)-2-Phenylbutane-2-ol
• Synonyms: (2S)-2-Phenylbutane-2-ol;(S)-1-Phenyl-1-methyl-1-propanol;(S)-2-Phenyl-2-butanol;(S)-2-Phenylbutane-2-ol;(S)-α-Methyl-α-ethylbenzenemethanol;[S,(-)]-α-Ethyl-α-methylbenzyl alcohol
• CAS NO: 53777-08-5
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.22
• Mol File: 53777-08-5.mol
• Article Data: 40

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2S)-2-Phenylbutane-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2-Phenylbutane-2-ol(53777-08-5)
• EPA Substance Registry System: (2S)-2-Phenylbutane-2-ol(53777-08-5)

Safety Data

• Hazardous Substances Data: 53777-08-5(Hazardous Substances Data)

Upstream product

• 131342-10-4 (S)-1-((S)-Naphthalene-1-sulfinyl)-2-phenyl-butan-2-ol 
• 925-90-6 ethylmagnesium bromide 
• 98-86-2 acetophenone 
• 1240815-92-2 (R)-4,4,5,5-tetramethyl-2-(2-phenylbutan-2-yl)-1,3,2-dioxaborolane 
• 10467-10-4 ethylmagnesium iodide 
• 73798-17-1 (SS)-1-(N-methylphenylsulfonimidoyl)-2-phenyl-2-butanol 
• 93-55-0 1-phenyl-propan-1-one 
• 116652-87-0 (2R)-1-((S)-2-methoxymethylpyrrolidino)-2-phenyl-2-propanol 
• 116652-85-8 α-((S)-2-methoxymethylpyrrolidino)acetophenone 
• 100-59-4 phenylmagnesium chloride 
• 89556-33-2 2-<(1'S)-1'-hydroxy-1'-phenylpropyl>hexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin 
• 266694-57-9 Phenyl-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-methanone 
• 627076-70-4 (R)-2-hydroxy-2-phenylpropyl 4-methylbenzenesulfonate 
• 2406-22-6 (R)-1-phenyl-1,2-ethanediol 

Downstream Products

• 820961-80-6 (S)-1-methyl-1-phenylpropyl diphenylphosphinite 
• 51586-24-4 1-amino-2,2,2-trifluoro-1-phenylethane 

Relevant articles and documents

Asymmetric synthesis of tertiary vinyl carbinols by highly stereoselective methylation of α-methyl-β-ketosulfoxides with aluminum reagents

Methylation of chiral acyclic α-methyl-β-ketosulfoxides with Me3Al and Me2AlCl is reported. Induced configuration at hydroxylic carbon is mainly controlled by the configuration of the sulfinyl group, with de's higher than 90% in most of the cases regardless the configuration at C-α. The stereochemical pathway seems to be different with both reagents, thus affording a higher stereoselectivity with Me 2AlCl. Pyrolytic desulfinylation and hydrogenolysis of the C-S bond allowed the transformation of the resulting hydroxysulfoxides into interesting optically pure tertiary methyl carbinols.

Very short highly enantioselective Grignard synthesis of 2,2-disubstituted tetrahydrofurans and tetrahydropyrans

Phenones with elongated chains are shown to be excellent substrates for ligand-promoted asymmetric Grignard synthesis of tertiary alcohols. In turn this enables the simple, short and highly enantioselective (up to 96% ee) preparation of chiral 2,2-disubst

CHIRAL DIAMINE COMPOUNDS FOR THE PREPARATION OF CHIRAL ALCOHOL AND CHIRAL AMINE

A process for the stereoselective preparation of a chiral alcohol or a chiral amine, the process comprising reacting a first prochiral reactant selected from the group consisting of a ketone, an aldehyde, and an inline, with a second reactant comprising a Grignard reagent, in the presence of a chiral trans-diamim of formula (1) as defined herein. Also provided is the use of the chiral trans-diamine of formula (1) in a Grignard reaction and the chiral trans-diamines per se.