297749-52-1

Upstream product

• 952057-61-3 N-phenyl-2,2,2-trifluoroacetimidoyl chloride 
• 13704-09-1 (S)-(-)-ethyl mandelate 
• 100-51-6 benzyl alcohol 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 

Downstream Products

• 134365-34-7 (S)-1-Benzyloxy-1-phenyl-2-(p-toluenesulfonyloxy)ethane 
• 105581-82-6 (S)-2-(benzyloxy)-2-phenyl-1-ethanol 

Relevant academic research and scientific papers

Benzyl N-phenyl-2,2,2-trifluoroacetimidate: A new and stable reagent for O-benzylation

A new O-benzylation reagent, benzyl N-phenyl-2,2,2-trifluoroacetimidate, has been developed. It even reacts with sterically hindered alcohols and base-sensitive hydroxy esters to afford the corresponding benzyl ethers catalyzed by TMSOTf in 1,4-dioxane. This reagent was more stable than benzyl 2,2,2-trichloroacetimidate, a known benzylation reagent. Copyright

One-Pot Generation and Conversion of Trichloroacetimidates for the Racemization-Free Allylation and Benzylation of α-Hydroxyesters and the Enantiopure Synthesis of a Chiral Diglycole

Ο-Allylations and Ο-benzylations of α-hydroxy esters (3a-3c) are performed without racemization. The reagents applied, Ο-allyl- and Ο-benzyltrichloroacetimidate (5a, 5b) are prepared and converted in a one-pot-procedure. After protection by benzylation (S)-(-)-ethyl lactate (3a) is converted by a sequence of carbonyl reduction, alcohol activation, ether formation, and deprotection to the optically active diglycole derivative 1a.