1446317-30-1

Basic information

• Product Name: (5R,6S)-5-hydroxy-6-phenyl-3-[(S)-1-phenylethyl]-2,3,5,6-tetrahydro-1H-azocino[5,4-b]indol-4(7H)-one
• Synonyms: (5R,6S)-5-hydroxy-6-phenyl-3-[(S)-1-phenylethyl]-2,3,5,6-tetrahydro-1H-azocino[5,4-b]indol-4(7H)-one
• CAS NO: 1446317-30-1
• Molecular Weight: 410.516
• Mol File: 1446317-30-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (5R,6S)-5-hydroxy-6-phenyl-3-[(S)-1-phenylethyl]-2,3,5,6-tetrahydro-1H-azocino[5,4-b]indol-4(7H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (5R,6S)-5-hydroxy-6-phenyl-3-[(S)-1-phenylethyl]-2,3,5,6-tetrahydro-1H-azocino[5,4-b]indol-4(7H)-one(1446317-30-1)
• EPA Substance Registry System: (5R,6S)-5-hydroxy-6-phenyl-3-[(S)-1-phenylethyl]-2,3,5,6-tetrahydro-1H-azocino[5,4-b]indol-4(7H)-one(1446317-30-1)

Safety Data

• Hazardous Substances Data: 1446317-30-1(Hazardous Substances Data)

Upstream product

• 1446317-27-6 (S,E)-(tert-butyl) 3-((cinnamyl(1-phenylethyl)amino)ethyl)-1H-indole-1-carboxylate 
• 1431767-73-5 (S)-(tert-butyl) 3-(2-(1-phenylethylamino)ethyl)-1H-indole-1-carboxylate 
• 131829-28-2 3-(2-bromoethyl)indole-1-carboxylic acid tert-butyl ester 
• 3389-21-7 3-(2-bromoethyl)-1H-indole 

Downstream Products

• 1201890-55-2 (5R,6S)-norbalasubramide 

Relevant articles and documents

The use of sodium chlorite in the direct synthesis of glycidic amides: Enantiopure synthesis of both enantiomers of norbalasubramide

Recently, the first direct method for preparing 2,3-epoxyamides (glycidic amides) was disclosed. Now in this letter, the enantiopure synthesis of both enantiomers of norbalasubramide featuring this synthetic method is reported. To this end, chiral N-allyltryptamine 12 was prepared and transformed into an inseparable mixture of diastereomeric epoxyamides 13a/13b, which were submitted to intramolecular cyclization with Cu(OTf)2 to afford a separable mixture of eight-membered ring lactams 14a and 14b. Finally, after removal of the protective group and the chiral auxiliary an enantiopure synthesis of the title compounds was completed. Georg Thieme Verlag Stuttgart · New York.