799559-90-3

Upstream product

• 108-98-5 thiophenol 
• 799559-75-4 (S)-[(S)-1-(tert-butoxycarbonylamino)-3-phenylpropyl]oxirane 
• 154428-47-4 (2R,3R)-trans-2,3-epoxy-5-phenyl-1-pentanol 
• 154079-57-9 (2S,3S)-3-(tert-butoxycarbonylamino)-5-phenyl-1,2-pentanediol 
• 154079-56-8 (2S,3S)-3-diphenylmethylamino-5-phenyl-1,2-pentanediol 

Downstream Products

• 1174892-69-3 (4S,5S)-4-phenethyl-5-(phenylthiomethyl)oxazolidin-2-one 
• 170111-73-6 (3S)-N-(1-benzenesulfonyl-5-phenyl-pent-1-en-3-yl)carbamic acid tert-butyl ester 
• 799560-28-4 (2S,3S)-3-(tert-butoxycarbonylamino)-5-phenyl-1-phenylsulfonyl-2-pentanol 

Relevant academic research and scientific papers

Stereoselective synthesis of anti-N-protected 3-amino-1,2-epoxides by nucleophilic addition to N-tert-butanesulfinyl imine of a glyceraldehyde synthon

(Chemical Equation Presented) A di-O-TBS protected glyceraldehyde synthon was condensed with Ellman's reagent to form a bench-stable N-tert-butanesulfinyl imine 6, which served as a common intermediate for the stereoselective introduction of various R groups. The Ellman adducts were converted to useful multifunctional intermediates 18a-i in one pot. The alcohols 18a-i were efficiently elaborated to both known and novel anti-N-protected-3-amino-1,2- epoxides in two steps. Compound 2a is a key intermediate toward HIV protease inhibitors.

Enantiodivergent, catalytic asymmetric synthesis of γ-amino vinyl sulfones

A set of diversely substituted N-Boc-γ-amino vinyl sulfones has been prepared by a four-step procedure from readily available, highly enantiopure anti-N-Boc-3-amino-1,2-alkanediols. This new route, which does not depend on the accessibility of α-amino acids as starting materials, is noteworthy for its efficiency, for its generality, and for the fact that both enantiomers of a given γ-amino vinyl sulfone can be obtained with equal ease.