203176-56-1

Basic information

• Product Name: Oxazolidine, 4-phenyl-2-(trifluoromethyl)-, (2S,4R)-
• CAS NO: 203176-56-1
• Molecular Formula: C10H10F3NO
• Molecular Weight: 217.191
• Mol File: 203176-56-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Oxazolidine, 4-phenyl-2-(trifluoromethyl)-, (2S,4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxazolidine, 4-phenyl-2-(trifluoromethyl)-, (2S,4R)-(203176-56-1)
• EPA Substance Registry System: Oxazolidine, 4-phenyl-2-(trifluoromethyl)-, (2S,4R)-(203176-56-1)

Safety Data

• Hazardous Substances Data: 203176-56-1(Hazardous Substances Data)

Upstream product

• 431-46-9 2,2,2-trifluoro-1-methoxy-ethanol 
• 56613-80-0 D-2-phenylglycinol 
• 421-53-4 2,2,2-trifluoro-1,1-ethanediol 
• 1044222-31-2 (4R)-2-trifluoromethyl-4-phenyl-1,3-oxazolidine 
• 1428339-80-3 (2S,4R)-3-[(2R)-3-dibenzylamino-2-fluoropropanoyl]-4-phenyl-2-trifluoromethyloxazolidine 
• 1428339-77-8 (2S,4R)-3-[(2R)-2-fluoro-3-phenylpropanoyl]-4-phenyl-2-trifluoromethyloxazolidine 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 1026021-04-4 (2S,4R)-2-trifluoromethyl-4-phenyl-3-(3-(N,N-dibenzylamino)propanoyl)oxazolidine 
• 1220352-28-2 (2S,4R)-3-[(R)-2-benzyloxypropanoyl]-2-trifluoromethyl-4-phenyl-1,3-oxazolidine 
• 1220352-31-7 (2S,4R)-3-[(R)-2-benzyloxy-1-hydroxy-3-phenylpropyl]-2-trifluoromethyl-4-phenyl-1,3-oxazolidine 
• 1215007-33-2 (2S,4R)-3-[(2R,3R)-3-hydroxy-2-methyl-3-phenylpropanoyl]-4-phenyl-2-trifluoromethyloxazolidine 
• 1026021-07-7 (2S,4R)-2-trifluoromethyl-4-phenyl-3-((2R)-3-(N,N-dibenzylamino)-2-benzylpropanoyl)oxazolidine 
• 904296-09-9 (2S,4R)-2-trifluoromethyl-3-[(S)-2-methyl-3-phenylpropanoyl]-4-phenyloxazolidine 
• 75-90-1 2,2,2-Trifluoroacetaldehyde 

Downstream Products

• 1428339-73-4 (2S,4R)-4-phenyl-3-phenylacetyl-2-trifluoromethyloxazolidine 
• 1428339-76-7 (2S,4R)-3-[(2R)-2-fluoro-2-phenylacetyl]-4-phenyl-2-trifluoromethyloxazolidine 
• 1428339-74-5 (2S,4R)-hexanoyl-4-phenyl-2-trifluoromethyloxazolidine 
• 1428339-78-9 (2S,4R)-3-[(R)-2-fluorohexanoyl]-4-phenyl-2-trifluoromethyloxazolidine 

Relevant articles and documents

Asymmetric addition reactions of Grignard reagents to chiral fluoral hemiacetal: Asymmetric synthesis of 1-substituted-2,2,2-trifluoroethylamines

Asymmetric synthesis of 1-substituted-2,2,2-trifluoroethylamines is described starting from chiral fluoral hemiacetals derived from fluoral and (R)-phenylglycinol. The asymmetric addition reactions of Grignard reagents to the resultant imine are used in the key reaction step.

Crystallization-induced dynamic resolution of fox chiral auxiliary and application to the diastereoselective electrophilic fluorination of amide enolates

A highly efficient crystallization-induced dynamic resolution (CIDR) of trans-Fox (fluorinated oxazolidine) chiral auxiliary is reported. This chiral auxiliary was used for highly diastereoselective (>98% de) electrophilic fluorination of amide enolates. After removal of the chiral auxiliary, highly valuable enantiopure α-fluorocarboxylic acids and β-fluoroalcohols are obtained.

Asymmetric aldol reactions using chiral CF3-Oxazolidines (Fox) as chiral auxiliary

The aldol reactions of amide enolates derived from a trifluoromethylated oxazolidine (Fox) chiral auxiliary occur in good yields with a moderate anti diastereoselectivity (Li and Na enolates) to a high syn diastereoselectivity (boron enolate). After remov