65718-51-6

Basic information

• Product Name: L-VALINE, N-BENZOYL-3-METHYL-, METHYL ESTER
• Synonyms: L-VALINE, N-BENZOYL-3-METHYL-, METHYL ESTER;N-BENZOYL-TERT-LEUCINE METHYL ESTER
• CAS NO: 65718-51-6
• Molecular Formula: C₁₄H₁₉NO₃
• Molecular Weight: 249.31
• Mol File: 65718-51-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: L-VALINE, N-BENZOYL-3-METHYL-, METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: L-VALINE, N-BENZOYL-3-METHYL-, METHYL ESTER(65718-51-6)
• EPA Substance Registry System: L-VALINE, N-BENZOYL-3-METHYL-, METHYL ESTER(65718-51-6)

Safety Data

• Hazardous Substances Data: 65718-51-6(Hazardous Substances Data)

Upstream product

• 33105-81-6 2-amino-3,3-dimethylbutanoic acid 
• 98-88-4 benzoyl chloride 
• 72756-21-9 2-(benzoylamino)-3,3-dimethylbutanoic acid 
• 63038-26-6 (S)-2-amino-3,3-dimethyl-butyric acid methyl ester 
• 93-97-0 benzoic acid anhydride 
• 67-56-1 methanol 
• 71953-55-4 2-phenyl-4-tert-butyloxazolin-5(4H)-one 

Relevant articles and documents

Peptide-catalyzed conversion of racemic oxazol-5(4 H)-ones into enantiomerically enriched α-amino acid derivatives

We report the development and optimization of a tetrapeptide that catalyzes the methanolytic dynamic kinetic resolution of oxazol-5(4H)-ones (azlactones) with high levels of enantioinduction. Oxazolones possessing benzylic-type substituents were found to perform better than others, providing methyl ester products in 88:12 to 98:2 er. The mechanism of this peptide-catalyzed process was investigated through truncation studies and competition experiments. High-field NOESY analysis was performed to elucidate the solution-phase structure of the peptide, and we present a plausible model for catalysis.

Nucleophilic acyl substitutions of anhydrides with protic nucleophiles catalyzed by amphoteric, oxomolybdenum species

(Chemical Equation Presented) Among six different group VIb oxometallic species examined, dioxomolybdenum dichloride and oxomolybdenum tetrachloride were the most efficient catalysts to facilitate nucleophilic acyl substitution (NAS) of anhydrides with a myriad array of alcohols, amines, and thiols in high yields and high chemoselectivity. In contrast to the well-recognized redox chemical behaviors associated with oxomolybdenum(VI) species, the catalytic NAS was unprecedented and tolerates virtually all kinds of functional groups. By using benzoic anhydride as a mediator for in situ generation of an incipient mixed anhydride-MoO2Cl2 adduct with a given functional alkanoic acid, one can achieve oleate, dipeptide, diphenylmethyl, N-Fmoc-α-amino, pyruvic, and tert-butylthio ester, N-tert-butylamide, and trityl methacrylate syntheses with appropriate protic nucleophiles. The amphoteric character of the Mo=O unit in oxomolybdenum chlorides was found to be responsible for the catalytic NAS profile as supported by a control NAS reaction of using an authentic adduct-MoOCl2(O2-CBu t)2 between pivalic anhydride and MoO2Cl 2 as the catalyst.