65171-67-7

Basic information

• Product Name: N-PHENYLGLYCINE TERT-BUTYL ESTER
• Synonyms: N-PHENYLGLYCINE TERT-BUTYL ESTER;tert-butyl 2-(phenylamino)acetate
• CAS NO: 65171-67-7
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.271
• Mol File: 65171-67-7.mol
• Article Data: 22

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-PHENYLGLYCINE TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: N-PHENYLGLYCINE TERT-BUTYL ESTER(65171-67-7)
• EPA Substance Registry System: N-PHENYLGLYCINE TERT-BUTYL ESTER(65171-67-7)

Safety Data

• Hazardous Substances Data: 65171-67-7(Hazardous Substances Data)

Upstream product

• 5292-43-3 bromoacetic acid tert-butyl ester 
• 62-53-3 aniline 
• 404-24-0 2,2,2-trifluoro-N-phenylacetamide 
• 108-86-1 bromobenzene 
• 27532-96-3 glycine tert-butyl ester hydrochloride 
• 6456-74-2 Glycine tert-butyl ester 
• 66003-78-9 triphenylsulfonium trifluoromethanesulfonate 
• 17763-67-6 Phenyl triflate 
• 35059-50-8 t-butyl diazoacetate 
• 107-59-5 tert-Butyl chloroacetate 

Downstream Products

• 78773-98-5 N-(3-acetylthio-2-methylpropanoyl)-N-phenylglycine tert-butyl ester 
• 256477-30-2 N-[(1,4-dichloro-7-isoquinolinyl)sulphonyl]-N-phenylglycine tert-butyl ester 
• 256478-22-5 N-[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-N-phenylglycine tert-butyl ester 
• 910810-27-4 ethyl 4-amino-1-phenyl-1H-pyrrole-3-carboxylate hydrochloride 
• 910810-30-9 ethyl 4-[(1-methylethyl)amino]-1-phenyl-1H-pyrrole-3-carboxylate hydrochloride 

Relevant articles and documents

Design, synthesis and evaluation of protein disulfide isomerase inhibitors with nitric oxide releasing activity

Protein disulfide isomerase (PDI), a chaperone protein mostly in endoplasmic reticulum, catalyzes disulfide bond breakage, formation, and rearrangement to promote protein folding. PDI is regarded as a new target for treatment of several disorders. Here, b

Fluorescence Detection of Prostate Cancer by an Activatable Fluorescence Probe for PSMA Carboxypeptidase Activity

Prostate cancer (PCa) is a common malignant tumor among adult males, and convenient intraoperative detection of PCa would reduce the risk of leaving positive surgical margins, especially during nerve-sparing procedures. To achieve rapid, fluorescence-based visualization of PCa, we focused on the glutamate carboxypeptidase (CP) activity of prostate-specific membrane antigen (PSMA), a type II transmembrane glycoprotein that is attracting attention as a PCa biomarker. Based on our finding that aryl glutamate conjugates with an azoformyl linker are recognized by PSMA and have a sufficiently low LUMO (lowest unoccupied molecular orbital) energy level to quench the fluorophore through photoinduced electron transfer, we designed and synthesized a first-in-class activatable fluorescence probe for CP activity of PSMA. The developed probe allowed us to visualize the CP activity of PSMA in living cells and in clinical specimens from PCa patients and is expected to be useful for rapid intraoperative detection and diagnosis of PCa.

Transition-Metal-Free N-Arylation of Amines by Triarylsulfonium Triflates

A simple and efficient method for transition-metal-free N-arylation of various amines by triarylsulfonium triflates is described. Both aliphatic and aromatic amines were smoothly converted at 80 °C in the presence of tBuOK or KOH to give the corresponding mono N-arylated products in good to high yields. The molar ratios of the reactants and the choice of bases had a big effect on the reaction. When a large excess of [Ph3S][OTf] and tBuOK were employed for primary amines under the standard conditions, the bis(N-phenyl) products were predominantly formed. This method was also applicable to the synthesis of bioactive N-phenyl amino acid derivatives. The control experiments, the deuterium labelling study, and the presence of regioisomers of N-arylated products when using 4-substituted triarylsulfonium triflates suggested that the reaction might proceed through an aryne intermediate. The present protocol demonstrated that triarylsulfonium salts are versatile arylation reagents in the construction of CAr?N bonds.