95911-01-6

Basic information

• Product Name: (2S,4R)-(+)-2-<(4S,5S)-(2,2-Dimethyl-4-phenyl-1,3-dioxan-5-yl)amino>-5,5,5-trifluor-4-methylvaleronitril
• CAS NO: 95911-01-6
• Molecular Weight: 356.388
• Mol File: 95911-01-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,4R)-(+)-2-<(4S,5S)-(2,2-Dimethyl-4-phenyl-1,3-dioxan-5-yl)amino>-5,5,5-trifluor-4-methylvaleronitril(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4R)-(+)-2-<(4S,5S)-(2,2-Dimethyl-4-phenyl-1,3-dioxan-5-yl)amino>-5,5,5-trifluor-4-methylvaleronitril(95911-01-6)
• EPA Substance Registry System: (2S,4R)-(+)-2-<(4S,5S)-(2,2-Dimethyl-4-phenyl-1,3-dioxan-5-yl)amino>-5,5,5-trifluor-4-methylvaleronitril(95911-01-6)

Safety Data

• Hazardous Substances Data: 95911-01-6(Hazardous Substances Data)

Upstream product

• 85571-88-6 (R)-(+)-4,4,4-Trifluor-3-methyl-1-butanol 
• 6975-13-9 (+/-)-ethyl 4,4,4-trifluoro-3-methylbutanoate 
• 691-77-0 (E)-3-trifluoromethyl-2-butenoic acid ethyl ester 
• 143-33-9 sodium cyanide 
• 95910-99-9 (R)-4,4,4-Trifluor-3-methyl-1-butanal 
• 35019-66-0 (4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-amine 
• 95853-69-3 (+/-)-4,4,4-Trifluor-3-methyl-1-butanal 

Downstream Products

• 95853-77-3 (2S,4R)-(+)-5,5,5-Trifluor-2-<(1S,2S)-(2-hydroxy-1-hydroxymethyl-2-phenylethyl)amino>-4-methylvaleriansaeure 

Relevant articles and documents

Nonproteinogenic Amino Acids, II. - Synthesis and Determination of the Absolute Configuration of (2S,4S)-(-)- and (2S,4R)-(+)-5,5,5-Trifluoroleucine

The synthesis (Scheme 1) of racemic 4,4,4-trifluoro-3-methyl-1-butanol (5) and the resolution of its enantiomers is described.The absolute configuration of the negatively rotating enantiomer of 5 is correlated to that of the optically active fermentation amyl alcohol (S-10) via (S)-(-)-1,1,1-trifluoro-2-methylbutane (S-8) (Scheme 2).Oxidation of optically pure (R)-(+)-4,4,4-trifluoro-3-methyl-1-butanol (R-5) yields the aldehyde R-6 which is employed as starting material for the asymmetric Strecker synthesis of (2S,4R)-(+)-5,5,5-trifluoroleucine (13a).The analogous synthesis with (+/-)-4,4,4-trifluoro-3-methyl-1-butanol (6) via the aminonitrile 11 affords the optically pure (2S,4S)-diastereoisomer 11b which leads to enantiomerically pure (2S,4S)-(-)-5,5,5-trifluoroleucine (13b).