138231-09-1

Basic information

• Product Name: (+)-(2R,5S,7R)-1-aza-3-oxa-2-phenyl-7-(4'-nitrophenylmethyl)bicyclo<3.3.0>octan-8-one
• Synonyms: (+)-(2R,5S,7R)-1-aza-3-oxa-2-phenyl-7-(4'-nitrophenylmethyl)bicyclo<3.3.0>octan-8-one
• CAS NO: 138231-09-1
• Molecular Weight: 338.363
• Mol File: 138231-09-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (+)-(2R,5S,7R)-1-aza-3-oxa-2-phenyl-7-(4'-nitrophenylmethyl)bicyclo<3.3.0>octan-8-one(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(2R,5S,7R)-1-aza-3-oxa-2-phenyl-7-(4'-nitrophenylmethyl)bicyclo<3.3.0>octan-8-one(138231-09-1)
• EPA Substance Registry System: (+)-(2R,5S,7R)-1-aza-3-oxa-2-phenyl-7-(4'-nitrophenylmethyl)bicyclo<3.3.0>octan-8-one(138231-09-1)

Safety Data

• Hazardous Substances Data: 138231-09-1(Hazardous Substances Data)

Upstream product

• 7149-65-7 ethyl (S)-pyroglutamate 
• 98-79-3 L-Pyroglutamic acid 
• 17342-08-4 (S)-Pyroglutaminol 
• 100-52-7 benzaldehyde 
• 176243-49-5 (+)-(2R,5S,7S)-7-carboxyl-7-p-nitrophenylmethyl-2-phenyl-1-aza-3-oxa-bicyclo<3.3.0>octan-8-one 
• 103201-79-2 (3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one 
• 100-11-8 1-bromomethyl-4-nitro-benzene 

Relevant articles and documents

Functionalised pyrrolidinones derived from (S)-pyroglutamic acid

The generation of the lactam enolate derived from bicyclic lactams 2a-c, prepared from (S)-pyroglutamic acid 1a, and subsequent reaction with a range of electrophiles, is reported. Exo-diastereoselectivity is generally favoured. The deprotection of some of these adducts to give functionalised hydroxymethylpyrrolidinones is readily achieved by simple hemiaminal ether cleavage under acidic conditions.

Stereoselective methylations of bicyclic lactams derived from pyroglutamic acid

Reaction of the lithium enolate of (-)7 with iodomethane provides a stereoselective synthesis of (2R,4S)-4-amino-2-methylpentanamide derivatives.