737767-63-4

Basic information

• Product Name: (3S,4aS,8aS)-2-((4R,5R)-4-Benzyl-2-oxo-oxazolidin-5-ylmethyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide
• Synonyms: (3S,4aS,8aS)-2-((4R,5R)-4-Benzyl-2-oxo-oxazolidin-5-ylmethyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide
• CAS NO: 737767-63-4
• Molecular Weight: 427.587
• Mol File: 737767-63-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3S,4aS,8aS)-2-((4R,5R)-4-Benzyl-2-oxo-oxazolidin-5-ylmethyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,4aS,8aS)-2-((4R,5R)-4-Benzyl-2-oxo-oxazolidin-5-ylmethyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide(737767-63-4)
• EPA Substance Registry System: (3S,4aS,8aS)-2-((4R,5R)-4-Benzyl-2-oxo-oxazolidin-5-ylmethyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide(737767-63-4)

Safety Data

• Hazardous Substances Data: 737767-63-4(Hazardous Substances Data)

Upstream product

• 737767-61-2 (3S,4aS,8aS)-2-[2-((R)-Toluene-4-sulfinyl)-ethyl]-decahydro-isoquinoline-3-carboxylic acid tert-butylamide 
• 128019-40-9 (3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide 
• 737767-62-3 [(1R,2R)-1-Benzyl-3-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-2-((R)-toluene-4-sulfinyl)-propyl]-carbamic acid benzyl ester 

Downstream Products

• 737767-64-5 (-)-(3S,4aS,8aS,2'R,3'R)-2-[3'-amino-2'-hydroxy-4'-phenylbutyl]-N-tert-butyldecahydroisoquinoline-3-carboxamide 

Relevant articles and documents

Stereocontrolled synthesis of hydroxyethylamine isosteres via chiral sulfoxide chemistry

A novel synthesis of enantiopure hydroxyethylamine isosteres 1 has been developed. Reaction of lithiated β-sulfinylethylamines 3 with N-Cbz-imines generated in situ from α-amino-sulfones 4 afforded in good to excellent yields and moderate stereocontrol the 2-sulfinyl-1,3-diamines 2. The latter were submitted to the nonoxidative Pummerer reaction (NOPR) in CH2Cl 2, that produced the target compounds 1 in very good yields with inversion of configuration. In some cases, the use of acetonitrile as solvent resulted in a double-inversion pathway, leading for example to the oxazolidinone 5. The total synthesis of an epimer of Saquinavir has been achieved by this method.