54244-69-8

Basic information

• Product Name: TERT-BUTOXYCARBONYLAMINO-ACETIC ACID BENZYL ESTER
• Synonyms: TERT-BUTOXYCARBONYLAMINO-ACETIC ACID BENZYL ESTER;benzyl 2-(tert-butoxycarbonyl)acetate;Benzyl 2-((Tert-Butoxycarbonyl)Amino)Acetate;BOC-AMINO-ACETIC ACID BENZYL ESTER;Benzyl 2-((Tert-Butoxycarbonyl)Amino)Acetate(WXC02785)
• CAS NO: 54244-69-8
• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.30496
• Mol File: 54244-69-8.mol
• Article Data: 25

Chemical Properties

• Melting Point: 74 °C
• Boiling Point: 384.7±25.0 °C(Predicted)
• Appearance: /
• Density: 1.118±0.06 g/cm3(Predicted)
• PKA: 11.02±0.46(Predicted)
• CAS DataBase Reference: TERT-BUTOXYCARBONYLAMINO-ACETIC ACID BENZYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTOXYCARBONYLAMINO-ACETIC ACID BENZYL ESTER(54244-69-8)
• EPA Substance Registry System: TERT-BUTOXYCARBONYLAMINO-ACETIC ACID BENZYL ESTER(54244-69-8)

Safety Data

• Hazardous Substances Data: 54244-69-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 36, p. 8857, 1995 DOI: 10.1016/0040-4039(95)01838-9

Upstream product

• 4530-20-5 BOC-glycine 
• 100-51-6 benzyl alcohol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 173601-46-2 benzyl 2-azidoacetate 
• 100-46-9 benzylamine 
• 501-53-1 benzyl chloroformate 
• 31954-27-5 N-(tert-butoxycarbonyl)glycine methyl ester 
• 2462-31-9 benzyl 2-aminoacetate hydrochloride 
• 100-44-7 benzyl chloride 
• 108-88-3 toluene 
• 1738-76-7 glycine benzyl ester p-toluenesulfonic acid salt 
• 100-39-0 benzyl bromide 
• 42538-64-7 Boc-glycine cesium salt 

Downstream Products

• 119881-03-7 Boc-Ama(OBn)-OH 
• 1738-68-7 Gly-OBz 
• 5513-38-2 benzyl N-benzyloxycarbonylglycinate 
• 155456-33-0 4-(Benzyloxycarbonylamino-methyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 120926-60-5 glycine benzyl ester trifluoroacetic salt 
• 105871-46-3 tert-butyl (2-((benzyloxy)amino)-1-(1-hydroxycyclopentyl)-2-oxoethyl)carbamate 
• 105871-44-1 benzyl 2-((tert-butoxycarbonyl)amino)-2-(1-hydroxycyclopentyl)acetate 
• 197579-95-6 N-Boc-glycine isopropylester 
• 142980-14-1 (+/-) benzyl N-t-BOC-2-bromoglycinate 
• 2462-31-9 benzyl 2-aminoacetate hydrochloride 
• 130258-34-3 C₂₅H₃₃NO₆ 
• 96308-17-7 Benzyl N,N-di-Boc-glycinate 

Relevant articles and documents

Lipase sensing by naphthalene diimide based fluorescent organic nanoparticles: a solvent induced manifestation of self-assembly

The precise control of supramolecular self-assembly is gaining utmost interest for the demanding applications of manifested nano-architecture across the scientific domain. This study delineates the morphological transformation of naphthalene diimide (NDI) derived amphiphiles with varying water content in dimethyl sulfoxide (DMSO) and the selective sensing of lipase using its aggregation-induced emission (AIE) properties. To this end, NDI-based, benzyl alcohol protected alkyl chain (C1, C5, and C10) linked amphiphilic molecules (NDI-1,2,3) were synthesized. Among the synthesized amphiphiles, benzyl ester linked C5 tailored naphthalene diimide (NDI-2) exhibited AIE with an emission maximum at 490 nm in a DMSO-water binary solvent system fromfw= 30% and above water content. The fibrous morphology ofNDI-2atfw= 30% got gradually transformed to spherical aggregated particles along with steady increment in the emission intensity upon increasing the amount of water in DMSO. Atfw= 99% water in DMSO, complete transformation to fluorescent organic nanoparticles (FONPs) was observed. Microscopic and spectroscopic techniques demonstrated the solvent driven morphological transformation and the AIE property ofNDI-2. Moreover, this AIE ofNDI-2FONPs was employed in the selective turn-off sensing of lipase against many other enzymes including esterase, through hydrolysis of a benzyl ester linkage with a limit of detection 10.0 ± 0.8 μg L?1. TheNDI-2FONP also exhibited its lipase sensing efficiencyin vitrousing a human serum sample.

DRUGS TO TREAT OCULAR DISORDERS

The present invention provides new prodrugs of therapeutically active loop diuretics, including oligomeric prodrugs, and compositions to treat medical disorders, for example, ocular disorders such as glaucoma, a disorder or abnormality related to an increase in intraocular pressure (IOP), a disorder requiring neuroprotection, age-related macular degeneration, or diabetic retinopathy.

New reagent for the introduction of Boc protecting group to amines: Boc-OASUD

A new reagent, tert-butyl (2,4-dioxo-3-azaspiro [5,5] undecan-3-yl) carbonate (Boc-OASUD) for the preparation of N-Boc-amino acids is described. The Boc-OASUD reacts with amino acids and their esters at room temperature in the presence of a base and gives N-Boc-amino acids and their esters in good yields and purity. Introduction of the Boc group takes place without racemization. The Boc-OASUD, being a solid and more stable, is a better alternative to di-tert-butyl dicarbonate which is low melting and has to be dispensed in plastic containers than glass because of its poor stability.