930117-83-2

Basic information

• Product Name: 4-[(Z)-(2-methyl-5-oxo-1,3-oxazol-4(5H)-ylidene)methyl]benzyl acetate
• Synonyms: 4-[(Z)-(2-methyl-5-oxo-1,3-oxazol-4(5H)-ylidene)methyl]benzyl acetate
• CAS NO: 930117-83-2
• Molecular Weight: 259.262
• Mol File: 930117-83-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-[(Z)-(2-methyl-5-oxo-1,3-oxazol-4(5H)-ylidene)methyl]benzyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(Z)-(2-methyl-5-oxo-1,3-oxazol-4(5H)-ylidene)methyl]benzyl acetate(930117-83-2)
• EPA Substance Registry System: 4-[(Z)-(2-methyl-5-oxo-1,3-oxazol-4(5H)-ylidene)methyl]benzyl acetate(930117-83-2)

Safety Data

• Hazardous Substances Data: 930117-83-2(Hazardous Substances Data)

Upstream product

• 623-27-8 terephthalaldehyde, 
• 14720-70-8 1,4-bis(hydroxymethyl)benzene diacetate 
• 54549-74-5 4-(acetoxymethyl)benzaldehyde 
• 543-24-8 N-acetylglycine 
• 52010-97-6 4-(hydroxylmethyl)benzaldehyde 

Downstream Products

• 1332232-67-3 methyl (Z)-2-(acetylamino)-3-[4-(acetoxymethyl)phenyl]propenoate 
• 1332232-70-8 (Z)-2-(acetylamino)-3-[4-(hydroxymethyl)phenyl]propenoic acid 
• 1332232-74-2 methyl (2R)-2-(acetylamino)-3-[4-(acetoxymethyl)phenyl]propanoate 
• 1332232-58-2 methyl (2S)-2-(acetylamino)-3-[4-(acetoxymethyl)phenyl]propanoate 
• 930117-87-6 methyl (2R)-2-acetylamino-3-(4-{[(2R,6S)-2,6-dimethylpiperidin-1-yl]methyl}phenyl)propanoate 
• 930117-88-7 methyl 2(R)-acetyl-(tert-butoxycarbonyl)amino-3-(4-{[(2R,6S)-2,6-dimethylpiperidin-1-yl]methyl}phenyl)propanoate 
• 464931-30-4 (2R)-(tert-butoxycarbonylamino)-3-(4-((2R,6S)-2,6-dimethylpiperidine-1-yl)methylphenyl)propionic acid 
• 930117-84-3 methyl (Z)-2-(acetylamino)-3-[4-(hydroxymethyl)phenyl]propenoate 

Relevant articles and documents

Large-scale synthesis of a substituted d -phenylalanine using asymmetric hydrogenation

A synthetic route to an N-BOC d-phenylalanine pharmaceutical intermediate suitable for rapid scale-up to 150-kg scale was required. A seven-step route based on asymmetric hydrogenation of an N-acetyl dehydroamino-acid was developed. Starting with terephthalic dialdehyde, monoreduction of one aldehyde group, Erlenmeyer condensation, and ring-opening/O-deacetylation with methanol provided the 4-(hydroxymethyl)-substituted dehydrophenylalanine hydrogenation substrate. Asymmetric hydrogenation of this enamide using [((R,R)-Ethyl-DuPhos) Rh(COD)BF4 proceeded in high enantiomeric excess. Subsequently, the cis-2,6-piperidyl group was introduced by mesylation/displacement, the BOC group was introduced, and acetyl and methyl ester groups were removed by basic hydrolysis. This route was used to manufacture 150 kg of the BOC amino acid 1.