241466-63-7

Basic information

• Product Name: (1S,4S,5R)-4-Allyl-3-((R)-2-hydroxy-1-phenyl-ethyl)-3-aza-bicyclo[3.1.0]hexan-2-one
• Synonyms: (1S,4S,5R)-4-Allyl-3-((R)-2-hydroxy-1-phenyl-ethyl)-3-aza-bicyclo[3.1.0]hexan-2-one
• CAS NO: 241466-63-7
• Molecular Weight: 257.332
• Mol File: 241466-63-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,4S,5R)-4-Allyl-3-((R)-2-hydroxy-1-phenyl-ethyl)-3-aza-bicyclo[3.1.0]hexan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,4S,5R)-4-Allyl-3-((R)-2-hydroxy-1-phenyl-ethyl)-3-aza-bicyclo[3.1.0]hexan-2-one(241466-63-7)
• EPA Substance Registry System: (1S,4S,5R)-4-Allyl-3-((R)-2-hydroxy-1-phenyl-ethyl)-3-aza-bicyclo[3.1.0]hexan-2-one(241466-63-7)

Safety Data

• Hazardous Substances Data: 241466-63-7(Hazardous Substances Data)

Upstream product

• 133007-27-9 (3R,7aS)-3-phenyl-2,3,5,6,7,7a-hexahydropyrrolo[2,1-b]oxazol-5-one 
• 56613-80-0 D-2-phenylglycinol 
• 241466-62-6 (3R,5aS,6aR,6bS)-3-phenylhexahydro-5H-cyclopropa[3,4]pyrrolo[2,1-b]oxazol-5-one 
• 762-72-1 allyl-trimethyl-silane 
• 241466-60-4 (R)-(+)-N-(1-phenyl-2-hydroxyethyl)succinimide 
• 241466-61-5 3-phenyl-2,3-dihydro-7aH-pyrrolo[2,1-b]oxazol-5-one 

Relevant articles and documents

An asymmetric synthesis of the key precursor to (-)-indolizomycin

Using chiral bicyclic lactams, containing an α,β-unsaturation, the key precursor of (-)-indolizomycin was obtained in optically pure form. The sequence involved a >20:1 diastereoselective cyclopropanation of the unsaturated lactam 5 employing sulfoxonium methylide. TiCl4 mediated addition of allyltrimethylsilane afforded pyrrolidone 7 in a diastereomeric ratio of >20:1. The appropriately substituted pyrrolidone 2 was prepared by debenzylation and subsequent alkylation with 3-bromoproponic ester. The six step sequence from commercially available starting materials was performed in 26% overall yield.