230311-05-4

Basic information

• Product Name: (E)-(R)-(+)-O-(1-phenylbutyl)-5-methyl-2-furaldoxime
• CAS NO: 230311-05-4
• Molecular Weight: 257.332
• Mol File: 230311-05-4.mol

Chemical Properties

• CAS DataBase Reference: (E)-(R)-(+)-O-(1-phenylbutyl)-5-methyl-2-furaldoxime(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(R)-(+)-O-(1-phenylbutyl)-5-methyl-2-furaldoxime(230311-05-4)
• EPA Substance Registry System: (E)-(R)-(+)-O-(1-phenylbutyl)-5-methyl-2-furaldoxime(230311-05-4)

Safety Data

• Hazardous Substances Data: 230311-05-4(Hazardous Substances Data)

Upstream product

• 620-02-0 5-Methylfurfural 
• 197709-54-9 (R)-(+)-N-(1-phenylbutoxy)phthalimide 

Relevant articles and documents

Chiral oxime ethers in asymmetric synthesis. 3. Asymmetric synthesis of (R)-N-protected α-amino acids by the addition of organometallic reagents to the ROPHy oxime of cinnamaldehyde

A new asymmetric synthesis of α-amino acids is described in which the key step is the diastereoselective addition of organometallic reagents to (R)-O-(1-phenylbutyl)cinnamaldoxime 5 to give hydroxylamines 6. Subsequent reductive cleavage of the N-O bond in the hydroxylamine 6 followed by N- protection gave the carbamates 7, which upon oxidation with ruthenium(III) chloride/periodate gave the N-protected amino acids 8. The method was also adapted to the synthesis of a quaternary amino acid 15 from the ketoxime ether 9.