591226-01-6

Basic information

• Product Name: 9H-Pyrido[3,4-b]indole, 9-[[(2S)-1-benzoyl-5-oxo-2-pyrrolidinyl]carbonyl]-
• CAS NO: 591226-01-6
• Molecular Formula: C23H17N3O3
• Molecular Weight: 383.406
• Mol File: 591226-01-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 9H-Pyrido[3,4-b]indole, 9-[[(2S)-1-benzoyl-5-oxo-2-pyrrolidinyl]carbonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-Pyrido[3,4-b]indole, 9-[[(2S)-1-benzoyl-5-oxo-2-pyrrolidinyl]carbonyl]-(591226-01-6)
• EPA Substance Registry System: 9H-Pyrido[3,4-b]indole, 9-[[(2S)-1-benzoyl-5-oxo-2-pyrrolidinyl]carbonyl]-(591226-01-6)

Safety Data

• Hazardous Substances Data: 591226-01-6(Hazardous Substances Data)

Upstream product

• 244-63-3 betacarboline 
• 80687-79-2 N-benzoyl-(S)-pyroglutamic acid 

Downstream Products

• 474433-52-8 1-benzyloxycarbonylmethyl-1,2-dihydro-2-(2,2,2-trichloroethoxycarbonyl)-β-carboline 
• 591225-67-1 1-benzyloxycarbonylmethyl-1,2,3,4-tetrahydro-2-(2,2,2-trichloroethoxycarbonyl)-β-carboline 

Relevant articles and documents

A general method for the asymmetric synthesis of both enantiomers of 1-substituted 1,2,3,4-tetrahydro-β-carbolines employing pyroglutamic acid derivatives as chiral auxiliaries

9-(S)-Pyroglutaminyl-β-carbolines were allowed to react with a nucleophile (allyltributyltin or a silyl enol ether) in the presence of 2,2,2-trichloroethyl chloroformate to give 1,2-addition products in good yields and high diastereoselectivity. The chiral auxiliary at N-9 was readily removed by a mild hydrolysis. The same chiral source afforded both enantiomers by simply altering a protecting group of the amide nitrogen. That is, (S)-pyroglutaminyl groups which had an N-alkyl group afforded the (S) isomer, whereas the ones having an N-acyl group produced the (R) isomer of the addition products.