159991-24-9

Upstream product

• 128019-40-9 (3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide 
• 65-85-0 benzoic acid 
• 1010701-97-9 (R)-2-(benzyloxycarbonylamino)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl methanesulfonate 
• 1010701-95-7 (2R)-2-benzyloxycarbonylamino-2-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]ethanol 

Downstream Products

• 245414-50-0 Acetic acid 3-[(1S,2R)-3-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-2-hydroxy-1-phenylsulfanylmethyl-propylcarbamoyl]-2-methyl-phenyl ester 
• 159991-25-0 cis-N-tert-butyl-decahydro-2-[2(R)-hydroxy-4-thiophenyl-3(S)-aminobutyl]-(4aS,8aS)-isoquinoline-3(S)-carboxamide 

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.