6404-30-4

Basic information

• Product Name: D-Phenylalanine, 1,1-diMethylethyl ester
• Synonyms: D-Phenylalanine, 1,1-diMethylethyl ester;(R)-Tert-Butyl 2-aMino-3-phenylpropanoate;QOISWWBTZMFUEL-LLVKDONJSA-N
• CAS NO: 6404-30-4
• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.29546
• Mol File: 6404-30-4.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 303.3±22.0 °C(Predicted)
• Appearance: /
• Density: 1.042±0.06 g/cm3(Predicted)
• PKA: 7.09±0.33(Predicted)
• CAS DataBase Reference: D-Phenylalanine, 1,1-diMethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: D-Phenylalanine, 1,1-diMethylethyl ester(6404-30-4)
• EPA Substance Registry System: D-Phenylalanine, 1,1-diMethylethyl ester(6404-30-4)

Safety Data

• Hazardous Substances Data: 6404-30-4(Hazardous Substances Data)

Upstream product

• 113723-87-8 tert-butyl (R)-3'-phenyl-2'-([1R,2E,4R]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ylideneamino)propanoate 
• 81477-94-3 N-(diphenylmethylene)glycine tert-butyl ester 
• 100-39-0 benzyl bromide 
• 83080-24-4 tert-butyl phenylpyruvate 
• 226900-30-7 tert-butyl 2-((diphenylmethylene)amino)-3-phenylpropanoate 
• 6456-74-2 Glycine tert-butyl ester 
• 2448-45-5 Cbz-D-Phe 
• 15100-75-1 L-phenylalanine tert-butyl ester hydrochloride 
• 673-06-3 D-(R)-phenylalanine 
• 115-11-7 isobutene 
• 188591-76-6 tert-butyl (2,2,2-trifluoroacetyl)-L-phenylalaninate 
• 540-88-5 acetic acid tert-butyl ester 
• 112924-08-0 tert-butyl N-(benzyloxycarbonyl)-D-phenylalaninate 
• 104505-09-1 [1,7,7-Trimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-acetic acid tert-butyl ester 

Downstream Products

• 70575-24-5 (S)-2-{[(E)-But-2-en-(E)-ylidene]amino}-3-phenyl-propionic acid 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 
• 1256640-08-0 C₂HF₃O₂*C₁₃H₁₉NO₂ 
• 1300683-54-8 Fmoc-Asp(OBn)-D-Phe-Ot-Bu 
• 1300683-64-0 cyclo[Arg(Ts)-Gly-Asp-D-Phe-Lys] 
• 1300683-74-2 cyclo[Arg(NO₂)-Gly-Asp(OBn)-D-Phe-Lys(Z)] 
• 1300683-72-0 Lys(Z)-Arg(NO₂)-Gly-Asp(OBn)-D-Phe-OH*TFA 
• 1300683-70-8 Boc-Lys(Z)-Arg(NO₂)-Gly-Asp(OBn)-D-Phe-Ot-Bu 
• 1300683-67-3 Fmoc-Arg(NO₂)-Gly-Asp(OBn)-D-Phe-Ot-Bu 
• 250612-43-2 cyclo[Arg(Ts)-Gly-Asp(OBn)-D-Phe-Lys(Z)] 
• 1300683-60-6 Lys(Z)-Arg(Ts)-Gly-Asp(OBn)-D-Phe-OH*TFA 
• 1300683-58-2 Boc-Lys(Z)-Arg(Ts)-Gly-Asp(OBn)-D-Phe-Ot-Bu 
• 1300683-57-1 Fmoc-Arg(Ts)-Gly-Asp(OBn)-D-Phe-Ot-Bu 

Relevant articles and documents

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.

An efficient asymmetric biomimetic transamination of α-keto esters to chiral α-amino esters

An efficient asymmetric biomimetic transamination of α-keto esters with quinine derivatives as chiral bases was described. A wide variety of α-amino esters containing various functional groups can be synthesized in high yield and enantioselectivity.

Small-molecule inhibitors of the TLR3/dsRNA complex

The protein-RNA interface has been regarded as "undruggable" despite its importance in many biological processes. The toll-like receptor 3 (TLR3)/double-stranded RNA (dsRNA) complex provides an exciting target for a number of infectious diseases and cancers. We describe the development of a series of small-molecule probes that were shown to be competitive inhibitors of dsRNA binding to TLR3 with high affinity and specificity. In a multitude of assays, compound 4a was profiled as a potent antagonist to TLR3 signaling and also repressed the expression of downstream signaling pathways mediated by the TLR3/dsRNA complex, including TNF-α and IL-1β.