454253-77-1

Basic information

• Product Name: L-Proline, 1-benzoyl-5-oxo-, 1,1-dimethylethyl ester
• CAS NO: 454253-77-1
• Molecular Formula: C16H19NO4
• Molecular Weight: 289.331
• Mol File: 454253-77-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: L-Proline, 1-benzoyl-5-oxo-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Proline, 1-benzoyl-5-oxo-, 1,1-dimethylethyl ester(454253-77-1)
• EPA Substance Registry System: L-Proline, 1-benzoyl-5-oxo-, 1,1-dimethylethyl ester(454253-77-1)

Safety Data

• Hazardous Substances Data: 454253-77-1(Hazardous Substances Data)

Upstream product

• 35418-16-7 L-t-butyl pyroglutamate 

Downstream Products

• 80687-79-2 N-benzoyl-(S)-pyroglutamic acid 

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.