177763-02-9

Upstream product

• 852945-55-2 ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-(2-phenyl-4,5-dihydro-oxazol-4-yl)-methanone 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 74-88-4 methyl iodide 
• 177762-91-3 rac-4-(iodomethyl)-4-methyl-2-phenyloxazol-5(4H)-one 
• 2198-64-3 N-Benzoylalanine 
• 51127-13-0 2-phenyl-4-methyl-4H-oxazolin-5-one 
• 67-56-1 methanol 
• 177762-95-7 (S)-4-Methyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid ((S)-1-cyclohexylcarbamoyl-2-phenyl-ethyl)-amide 
• 177762-93-5 (R)-4-Bromomethyl-4-methyl-2-phenyl-4H-oxazol-5-one 

Relevant academic research and scientific papers

Enantioselective synthetic method for α-alkylserine via phase-transfer catalytic alkylation of 2-phenyl-2-oxazoline-4- carbonylcamphorsultam

An enantioselective synthetic method for α-alkylserines by the phase-transfer catalytic alkylation of 2-phenyl-2-oxazoline-4- carbonylcamphorsultam (4a) was developed. The phase-transfer catalytic a-alkylation of 4a using P2-Et at -78 °C gave α-alkylation

An efficient strategy to orthogonally protected (R)- and (S)-α-methyl(alkyl)serine-containing peptides via a novel azlactone/oxazoline interconversion reaction

A novel strategy for the synthesis of (R)- and (S)-α-methyl(alkyl)serine-containing peptides is presented. Using (S)-phenylalanine cyclohexylamide 6 as chiral auxiliary, the optically pure azlactones (R)- and (S)-2 were synthesized via a novel azlactone/oxazoline interconversion reaction (Figures 3 and 6). These azlactones constitute fully protected and activated synthetic equivalents of (R)- and (S)-α-methylserine and can be directly incorporated into peptides without further protective group manipulations. Like other α,α-dialkylated glycines, optically pure α-alkylserines can be used to stabilize β-turn and α-helical conformations in short peptides.