52356-12-4

Basic information

• Product Name: 1,2-Propanediol, 3,3,3-trifluoro-2-phenyl-, (2S)-
• Synonyms: 1,2-Propanediol,3,3,3-trifluoro-2-phenyl-,(2S)
• CAS NO: 52356-12-4
• Molecular Formula: C9H9F3O2
• Molecular Weight: 206.164
• Mol File: 52356-12-4.mol

Chemical Properties

• CAS DataBase Reference: 1,2-Propanediol, 3,3,3-trifluoro-2-phenyl-, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Propanediol, 3,3,3-trifluoro-2-phenyl-, (2S)-(52356-12-4)
• EPA Substance Registry System: 1,2-Propanediol, 3,3,3-trifluoro-2-phenyl-, (2S)-(52356-12-4)

Safety Data

• Hazardous Substances Data: 52356-12-4(Hazardous Substances Data)

Upstream product

• 384-64-5 3,3,3-trifluoro-2-phenylpropene 
• 108-86-1 bromobenzene 
• 434-45-7 2,2,2-Trifluoroacetophenone 
• 115156-57-5 (2S,4aS,7R,8aR)-2-benzoyl-N-benzyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine 
• 881748-12-5 (1S,2S',4a'S,7'R,8a'R)-1-(3-benzyl-4',4',7'-trimethyloctahydro-2H-benzo[e][1,3]oxazin-2'-yl)-2,2,2-trifluoro-1-phenylethanol 

Downstream Products

• 537695-81-1 (S)-3-(tert-butyldimethylsilyloxy)-1,1,1-trifluoro-2-methoxy-2-phenylpropane 
• 52356-17-9 (S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanol 
• 17257-71-5 (S)-Mosher acid 
• 537695-74-2 (S)-3-(tert-butyldimethylsilyloxy)-1,1,1-trifluoro-2-phenylpropan-2-ol 

Relevant articles and documents

Palladium-Catalyzed Negishi Coupling of α-CF3 Oxiranyl Zincate: Access to Chiral CF3-Substituted Benzylic Tertiary Alcohols

We report a Pd-catalyzed stereospecific α-arylation of optically pure 2,3-epoxy-1,1,1-trifluoropropane (TFPO). This method allows for the direct and reliable preparation of optically pure 2-CF3-2-(hetero)aryloxiranes, which are precursors to many CF3-substituted tertiary alcohols. The use of continuous-flow methods has allowed the deprotonation of TFPO and subsequent zincation at higher temperature compared to that under traditional batch conditions.

An efficient synthesis of enantiomerically enriched trifluoromethylated 1,2-diols and 1,2-amino alcohols with quaternary stereocenters by diastereoselective addition of TMSCF3 to chiral 2-acyl-1,3- perhydrobenzoxazines

TMSCF3 adds to chiral 2-acyl-1,3-perhydrobenzoxazines with total diastereoselectivity leading to quaternary trifluoromethyl alcohols. Further transformation of the addition products yields enantiomerically enriched trifluoromethylated 1,2-diols

Enantioselective synthesis of arylmethoxyacetic acid derivatives

The preparation of several arylmethoxyacetic acids by a sequence of asymmetric dihydroxylation and further oxidation of the resulting glycol with TEMPO/NaClO/NaClO2 is described. The scope and limitations of the reaction are discussed.

A short route to a Mosher's acid precursor via catalytic asymmetric dihydroxylation (AD)

α-Methoxy-α-(trifluoromethyl)phenyl acetic acid (MTPA) is a valuable derivatizing agent for enantiomeric excess determination of alcohols and amines. A short synthesis of a precursor to this compound, based on the asymmetric dihydroxylation (AD) reaction