245414-50-0

Basic information

• Product Name: 3-(((2R,3R)-4-((3S,4aS,8aS)-3-(tert-butylcarbaMoyl)octahydroisoquinolin-2(1H)-yl)-3-hydroxy-1-(phenylthio)butan-2-yl)carbaMoyl)-2-Methylphenyl acetate
• Synonyms: 3-(((2R,3R)-4-((3S,4aS,8aS)-3-(tert-butylcarbaMoyl)octahydroisoquinolin-2(1H)-yl)-3-hydroxy-1-(phenylthio)butan-2-yl)carbaMoyl)-2-Methylphenyl acetate;3-(((2R,3R)-4-((3S,4aS,8aS)-3-(tert-butylcarbaMoyl)octahydroisoquinolin-2(1H)-yl)-3-hydroxy-1-(phenylthio)butan-2-yl)carbaMoyl)-2-Methylphenyl acetate-11;BABJQSHETPEQIF-VOULMWPJSA-N
• CAS NO: 245414-50-0
• Molecular Formula: C34H47N3O5S
• Molecular Weight: 609.81908
• Mol File: 245414-50-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(((2R,3R)-4-((3S,4aS,8aS)-3-(tert-butylcarbaMoyl)octahydroisoquinolin-2(1H)-yl)-3-hydroxy-1-(phenylthio)butan-2-yl)carbaMoyl)-2-Methylphenyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(((2R,3R)-4-((3S,4aS,8aS)-3-(tert-butylcarbaMoyl)octahydroisoquinolin-2(1H)-yl)-3-hydroxy-1-(phenylthio)butan-2-yl)carbaMoyl)-2-Methylphenyl acetate(245414-50-0)
• EPA Substance Registry System: 3-(((2R,3R)-4-((3S,4aS,8aS)-3-(tert-butylcarbaMoyl)octahydroisoquinolin-2(1H)-yl)-3-hydroxy-1-(phenylthio)butan-2-yl)carbaMoyl)-2-Methylphenyl acetate(245414-50-0)

Safety Data

• Hazardous Substances Data: 245414-50-0(Hazardous Substances Data)

Upstream product

• 167678-46-8 3-acetoxy-2-methylbenzoyl chloride 
• 265135-71-5 (3S,4aS,8aS)-N-tert-butyl-2-[(2S,3R)-3-amino-2-hydroxy-4-(phenylthio)butyl]decahydroisoquinoline-3-carboxamide 
• 159878-03-2 (2R,3R)-3-benzyloxycarbonylamino-4-(phenylthio)1-buteneoxide 
• 188923-25-3 (2R,3R)-3-benzyloxycarbonylamino-4-phenylthio-1,2-butanediol 
• 188923-24-2 (1R)-1-benzyloxycarbonylamino-1-[(4R)-2,2-dimethyl-1,3-dioxolane-4-yl]-2-phenylthioethane 
• 265135-70-4 (2R,3R)-1-(4-methylbenxenesulfonyloxy)-3-benzyloxycarbonylamino-2-hydroxy-4-(phenylthio)butane 
• 128019-40-9 (3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide 
• 159991-25-0 cis-N-tert-butyl-decahydro-2-[2(R)-hydroxy-4-thiophenyl-3(S)-aminobutyl]-(4aS,8aS)-isoquinoline-3(S)-carboxamide 
• 159991-24-9 [(1S,2R)-3-((3S,4aS,8aS)-3-tert-Butylcarbamoyl-octahydro-isoquinolin-2-yl)-2-hydroxy-1-phenylsulfanylmethyl-propyl]-carbamic acid benzyl ester 
• 159878-05-4 (3S,4AS,8AS)-2-((2R,3R)-3-amino-2-hydroxy-4-phenylthiobutyl)-decahydroisoquinoline-3-carboxylic acid t-butylamide 

Relevant articles and documents

Asymmetric synthesis of the potent HIV-protease inhibitor, nelfinavir

(Chemical Equation Presented) An asymmetric synthesis of nelfinavir is described starting from acrolein and (S)-methyl phenyl sulfoxide. The key features include (a) stereoselective preparation of a β-protected amino-γ,δ-unsaturated sulfoxide by the reaction of an α-sulfinyl carbanion with an unsaturated t-butyl sulfinylimine, (b) stereoselective bromohydrin formation using the pendant sulfoxide group as an intramolecular nucleophile, and (c) use of commercially or readily prepared inexpensive starting materials.

INTERMEDIATES USEFUL IN THE SYNTHESIS OF HIV-PROTEASE INHIBITORS AND METHODS FOR PREPARING THE SAME

Optically active 3-amino-butene and 1,2-dihydroxy-3-amino-butane intermediate compounds, useful in the synthesis of HIV-protease inhibitors and methods of preparing these intermediate compounds are disclosed (Formula I).

(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.