175288-48-9

Upstream product

• 186581-53-3 diazomethane 
• 124-38-9 carbon dioxide 
• 175288-43-4 [2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-isopropyl-carbamic acid (R)-1-phenyl-ethyl ester 
• 175288-42-3 N-<2-(tert-butyldiphenylsilyloxy)ethyl>-N-isopropylcarbamoyl chloride 
• 109-56-8 i-propyl(2-(hydroxy)ethyl)amine 
• 616-38-6 carbonic acid dimethyl ester 
• 175288-41-2 N-<2-(tert-butyldiphenylsilyloxy)ethyl>-N-isopropylamine 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 1517-69-7 (R)-1-phenylethanol 

Downstream Products

• 175288-63-8 (S)-2-[(2-Hydroxy-ethyl)-isopropyl-carbamoyloxy]-2-phenyl-propionic acid methyl ester 
• 13448-81-2 (S)-methyl atrolactate 

Relevant academic research and scientific papers

Synthesis of enantioenriched tertiary benzylic alcohols via stereospecific lithiation of secondary benzyl carbamates - Design of dialkylcarbamates, cleavable under basic, mild conditions

Enantiomerically enriched, secondary benzyl N-[2-(tert-butyldiphenylsilyloxy)ethyl]-N-isopropylcarbamates were prepared, lithiated, and stereospecifically substituted by several electrophiles. Deprotection under basic conditions furnished optically active tertiary benzylic alcohols and glycols or 2-hydroxy-2-arylalkanoic acid esters. In summary, the sequence achieves the stereospecific chain elongation of d1-synthons, derived from secondary benzyl alcohols.