167867-37-0

Basic information

• Product Name: N--N'-tert-butyl-(4aS,8aS)-decahydro-3(S)-isoquinolinecarboxamide
• Synonyms: N--N'-tert-butyl-(4aS,8aS)-decahydro-3(S)-isoquinolinecarboxamide
• CAS NO: 167867-37-0
• Molecular Weight: 535.748
• Mol File: 167867-37-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N--N'-tert-butyl-(4aS,8aS)-decahydro-3(S)-isoquinolinecarboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N--N'-tert-butyl-(4aS,8aS)-decahydro-3(S)-isoquinolinecarboxamide(167867-37-0)
• EPA Substance Registry System: N--N'-tert-butyl-(4aS,8aS)-decahydro-3(S)-isoquinolinecarboxamide(167867-37-0)

Safety Data

• Hazardous Substances Data: 167867-37-0(Hazardous Substances Data)

Upstream product

• 145641-39-0 ((S)-1-Chlorosulfinylmethyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester 
• 122818-32-0 (S)-2-<(tert-Butoxycarbonyl)amino>-3-phenylpropyl thioacetate 
• 126301-19-7 (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropyl methanesulfonate 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 119153-87-6 (C₅H₉O₂)C₉H₉NO(O)(CO₂C₂H₅) 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 63-91-2 L-phenylalanine 

Downstream Products

• 167867-55-2 (3S,4aS,8aS)-2-((S)-2-Amino-3-phenyl-propane-1-sulfonyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide 
• 167867-38-1 N--<2(S)-benzyl>tauryl>-N'-tert-butyl-(4aS,8aS)-decahydro-3(S)-isoquinolinecarboxamide 
• 167867-57-4 (S)-2-Amino-N¹-[(S)-1-benzyl-2-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinoline-2-sulfonyl)-ethyl]-succinamide 

Relevant articles and documents

Synthesis of Peptidosulfinamides and Peptidosulfonamides: Peptidomimetics Containing the Sulfinamide or Sulfonamide Transition-State Isostere

Synthetic routes are described toward the preparation of α- as well as β-substituted aminoethanesulfinyl chlorides, starting from either an aldehyde or from an amino acid derivative.The sulfinyl chlorides are used as building blocks for the preparation of homochiral α- or β-substituted sulfinamide and sulfonamide transition-state isosteres.The methodology has been applied to the synthesis of peptidosulfonamide peptidomimetics such as a hapten needed for the generation of antibodies and potential HIV protease inhibitors.In addition, the β-substituted aminoethanesulfinyl chlorides were used as building blocks for the preparation of a tetrapeptidosulfonamide, which can be considered as a biopolymer mimetic, employing a repetition of a cycle of three reactions: coupling of the sulfinyl chloride to the N-terminus of the growing peptidosulfonamide, oxidation to the sulfonamide, and deprotection of the N-terminus.