265135-71-5

Upstream product

• 159878-03-2 (2R,3R)-3-benzyloxycarbonylamino-4-(phenylthio)1-buteneoxide 
• 265135-70-4 (2R,3R)-1-(4-methylbenxenesulfonyloxy)-3-benzyloxycarbonylamino-2-hydroxy-4-(phenylthio)butane 
• 188923-24-2 (1R)-1-benzyloxycarbonylamino-1-[(4R)-2,2-dimethyl-1,3-dioxolane-4-yl]-2-phenylthioethane 
• 188923-25-3 (2R,3R)-3-benzyloxycarbonylamino-4-phenylthio-1,2-butanediol 

Downstream Products

• 245414-50-0 Acetic acid 3-[(1R,2S)-3-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-2-hydroxy-1-phenylsulfanylmethyl-propylcarbamoyl]-2-methyl-phenyl ester 

Relevant academic research and scientific papers

(1S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-hydroxyethylammonium benzoate, a versatile building block for chiral 2-aminoalkanols: Concise synthesis and application to nelfinavir, a potent HIV-protease inhibitor

A concise synthesis of a versatile chiral C4 building block for 2- aminoalkanols, (1S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]2- hydroxyethylammonium benzoate (1a), was described. 1 (1a and its enantiomener 1b) acted as four stereoisomers of optically active 2-amino-1,3,4- butanetriol. The versatility of 1 was demonstrated by its application to the practical synthesis of nelfinavir (2), a potent HIV-protease inhibitor, as well as by the stereospecific synthesis of three diastereomers of 2.