16367-71-8

Basic information

• Product Name: Phenylalanine, 1,1-dimethylethyl ester
• Synonyms: D,L-phenylalanine tert-butyl ester;Phenylalanine tert-butyl ester;tert-butyl 2-amino-3-phenylpropanoate;phenylalanine tert-butylester;tert-butyl phenylalaninate
• CAS NO: 16367-71-8
• Molecular Formula: C13H19NO2
• Molecular Weight: 221.299
• Mol File: 16367-71-8.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 94-96 °C(Press: 0.35 Torr)
• Density: 1.042±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Phenylalanine, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phenylalanine, 1,1-dimethylethyl ester(16367-71-8)
• EPA Substance Registry System: Phenylalanine, 1,1-dimethylethyl ester(16367-71-8)

Safety Data

• Hazardous Substances Data: 16367-71-8(Hazardous Substances Data)

Upstream product

• 540-88-5 acetic acid tert-butyl ester 
• 150-30-1 Phenylalanine 
• 21685-51-8 D-phenylalanine methyl ester 
• 673-06-3 D-(R)-phenylalanine 
• 115-11-7 isobutene 
• 81477-94-3 N-(diphenylmethylene)glycine tert-butyl ester 
• 100-39-0 benzyl bromide 
• 2448-45-5 Cbz-D-Phe 
• 83080-24-4 tert-butyl phenylpyruvate 
• 226900-30-7 tert-butyl 2-((diphenylmethylene)amino)-3-phenylpropanoate 
• 104505-09-1 [1,7,7-Trimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-acetic acid tert-butyl ester 
• 6456-74-2 Glycine tert-butyl ester 
• 15100-75-1 L-phenylalanine tert-butyl ester hydrochloride 
• 188591-76-6 tert-butyl (2,2,2-trifluoroacetyl)-L-phenylalaninate 

Downstream Products

• 193286-94-1 (R)-2-Amino-3-cyclohexyl-propionic acid tert-butyl ester 
• 109309-90-2 (S)-N-benzoylphenylalanine tert-butyl ester 
• 203639-90-1 (R)-3-Phenyl-2-(4-vinyl-benzenesulfonylamino)-propionic acid tert-butyl ester 
• 203640-15-7 (R)-2-(4-Iodo-benzenesulfonylamino)-3-phenyl-propionic acid tert-butyl ester 
• 250675-62-8 N^δ-(benzyloxycarbonyl)-N^α-(tert-butyloxycarbonyl)-L-ornitinyl-D-phenylalanine tert-butyl ester 
• 172793-43-0 di-tert-butyl L-γ-glutamyl-D-phenylalaninate 
• 145789-01-1 (S)-4-((R)-1-tert-Butoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyric acid tert-butyl ester 
• 176371-13-4 tert-butyl (2R)-2-[3-(4-cyanophenyl)-2-oxo-5-oxazolidinylcarbonylamino]-3-phenylpropionate 
• 1256640-08-0 C₂HF₃O₂*C₁₃H₁₉NO₂ 
• 1279713-74-4 (R)-2-(benzo[b]thiophene-2-carboxamido)-3-phenylpropanoic acid 
• 188591-76-6 tert-butyl (2,2,2-trifluoroacetyl)-L-phenylalaninate 

Relevant articles and documents

Capture-ROMP-release: Application to the synthesis of amines and alkyl hydrazines

Application of a capture-ROMP-release strategy for the chromatography-free purification of Mitsunobu reaction products is described. Norbornenyl-tagged reagents are utilized for standard solution phase Mitsunobu chemistry. Post-reaction phase-switching is accomplished via in situ ring-opening metathesis polymerization (ROMP) followed by precipitation of the polymer with methanol. Release of the product from the polymer affords amines and alkyl hydrazine derivatives with good yields and purities.

Recoverable Dendritic Phase-Transfer Catalysts that Contain (+)-Cinchonine-Derived Ammonium Salts

Four new phosphorus dendrimeric phase-transfer catalysts are prepared that contain 12 (+)-cinchoninium salts on the surface obtained by the quaternisation of the quinuclidinic N atom. The asymmetric alkylation of a glycinate Schiff base with benzyl bromide is used as a benchmark reaction, and the dendrimeric catalyst that contains an allyl group on the O-9 hydroxy group of the cinchonine units is the most active. The recovery and reuse of the catalyst are possible for five consecutive runs without loss of activity and with only a slight decrease in enantioselectivity. If other electrophiles are used, substituted benzyl bromides give better results than other activated alkyl bromides to afford the corresponding R amino acid derivatives. A comparison of these results with those reported previously for similar cinchoninium salts shows that dendrimers could be a better support than other polymers for this type of organocatalysis.

Enantioselective synthesis of 1,2,4-triazolines by chiral iron(ii)-complex catalyzed cyclization of α-isocyano esters and azodicarboxylates

Enantioselective cyclization of α-isocyano esters with azodicarboxylates catalyzed by FeII-N,N′-dioxide complexes has been developed. Under mild conditions, a variety of 1,2,4-triazoline derivatives was obtained in high yields and enantioselectivities.