1426238-82-5

Basic information

• Product Name: (3S,6S,8aS)-6-methyl-7-((4-nitrophenyl)sulfonyl)-5-oxohexahydro-2H-oxazolo[3,2-a]pyrazine-3-carboxamide
• Synonyms: (3S,6S,8aS)-6-methyl-7-((4-nitrophenyl)sulfonyl)-5-oxohexahydro-2H-oxazolo[3,2-a]pyrazine-3-carboxamide
• CAS NO: 1426238-82-5
• Molecular Weight: 384.37
• Mol File: 1426238-82-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3S,6S,8aS)-6-methyl-7-((4-nitrophenyl)sulfonyl)-5-oxohexahydro-2H-oxazolo[3,2-a]pyrazine-3-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,6S,8aS)-6-methyl-7-((4-nitrophenyl)sulfonyl)-5-oxohexahydro-2H-oxazolo[3,2-a]pyrazine-3-carboxamide(1426238-82-5)
• EPA Substance Registry System: (3S,6S,8aS)-6-methyl-7-((4-nitrophenyl)sulfonyl)-5-oxohexahydro-2H-oxazolo[3,2-a]pyrazine-3-carboxamide(1426238-82-5)

Safety Data

• Hazardous Substances Data: 1426238-82-5(Hazardous Substances Data)

Upstream product

• 30934-97-5 2,2-dimethoxyethanol 
• 35661-39-3 N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 
• 71989-33-8 Fmoc-Ser(tBu)-OH 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 

Relevant articles and documents

Polymer-supported stereoselective synthesis of tetrahydro-2 H -oxazolo[3,2- a ]pyrazin-5(3 H)-ones from N -(2-Oxo-ethyl)-derivatized dipeptides via eastbound iminiums

Polymer-supported N-(2-oxo-ethyl)-derivatized Ser/Thr/Cys-containing dipeptides were synthesized and subjected to acid-mediated tandem N-acylium ion cyclization-nucleophilic addition to yield tetrahydro-2H-oxazolo[3,2-a]pyrazin- 5(3H)-ones. The reaction conditions and building-block combinations for stereoselective synthesis of the newly formed asymmetric carbon were developed. The synthesis was fully compatible with solid-phase peptide synthesis, and the products serve as conformationally constrained peptidomimetics. The traceless synthesis of bicycles is also reported as part of this work.