5262-07-7

Basic information

• Product Name: N-Benzyloxycarbonyl-O-benzoyl Aspartame
• Synonyms: N-Benzyloxycarbonyl-O-benzoyl Aspartame;3-(CarboxyaMino)-N-(α-carboxyphenethyl)succinaMic Acid Dibenzyl Methyl Ester;β-Benzyl N-Benzyloxycarbonyl-L-aspartyl-L-phenylalanine Methyl Ester;β-Benzyl-N-carbobenzoxy-L-aspartyl-L-phenylalanine Methyl Ester
• CAS NO: 5262-07-7
• Molecular Formula: C₂₉H₃₀N₂O₇
• Molecular Weight: 532.54122
• Product Categories: Amino Acids & Derivatives;Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 5262-07-7.mol

Chemical Properties

• Melting Point: 118.5-119.5 °C
• Boiling Point: 727.7±60.0 °C(Predicted)
• Appearance: /
• Density: 1.240±0.06 g/cm3(Predicted)
• Solubility: Chloroform, Dichloromethane, Methanol
• PKA: 10.54±0.46(Predicted)
• CAS DataBase Reference: N-Benzyloxycarbonyl-O-benzoyl Aspartame(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzyloxycarbonyl-O-benzoyl Aspartame(5262-07-7)
• EPA Substance Registry System: N-Benzyloxycarbonyl-O-benzoyl Aspartame(5262-07-7)

Safety Data

• Hazardous Substances Data: 5262-07-7(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Protected Aspartame derivative.

Upstream product

• 2419-54-7 N-(benzyloxycarbonyl)-β-benzyl-L-aspartic acid p-nitrophenyl ester 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 3479-47-8 Z-Asp(OBzl)-OH 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 122751-41-1 Z-Asp(OBzl)-OPyCl 
• 5241-63-4 N-Benzyloxycarbonyl-L-asparaginsaeure-<α-(2,4,5-trichlor-phenyl)-β-benzyl-ester> 
• 5241-60-1 di(phenylmethyl) (2S)-2-[(phenylmethoxy)carbonylamino]-butane-1,4-dioate 
• 1152-61-0 N-Cbz-L-Asp 

Downstream Products

• 22839-47-0 L-Asp-L-Phe-OMe 
• 89760-70-3 Z-Aspt(OBzl)-Phe-OMe 
• 22839-87-8 N,N-dimethyl-L-aspartyl-L-phenylalanine methyl ester 
• 1338053-67-0 C₃₈H₄₄N₄O₇ 

Relevant articles and documents

Generation of Oxyphosphonium Ions by Photoredox/Cobaloxime Catalysis for Scalable Amide and Peptide Synthesis in Batch and Continuous-Flow

Phosphine-mediated deoxygenative nucleophilic substitutions, such as the Mitsunobu reaction, are of great importance in organic synthesis. However, the conventional protocols require stoichiometric oxidants to trigger the formation of the oxyphosphonium i

Method for preparing amide from carboxylic acid under irradiation of blue light by taking iridium and cobalt complexes as catalysts

The invention relates to a method for preparing amide from carboxylic acid under the irradiation of blue light by taking iridium and cobalt complexes as catalysts, and belongs to the field of chemistry. The method comprises the following step of: by taking R substituted carboxylic acid and R1' and R2' substituted amines as raw materials, triphenylphosphine as a deoxidizing agent, [Ir(dF(CF3)ppy)2(dtbbpy)]PF6 as a photocatalyst and Co(dmgH)(dmgH2)Cl2 as a metal complex catalyst, reacting in dichloromethane in an inert atmosphere and under the irradiation of blue light to obtain an amide compound, wherein R is an aryl group, a heteroaryl group, a protected amino group, a substituted alkyl group, a substituted aryl group or a substituted protected amino group, R1' is a hydrogen group, a substituted alkyl group, a phenyl group or a substituted phenyl group, and R2' is a hydrogen group, a substituted alkyl group, a phenyl group or a substituted phenyl group.

Synthesis of β-lactam peptidomimetics through Ugi MCR: First application of chiral Nβ-Fmoc amino alkyl isonitriles in MCRs

Chiral Nβ-Fmoc amino alkyl isonitriles were employed in Ugi multi component reactions (Ugi 4C-3CR) to obtain functionalized β-lactam peptidomimetics with l-aspartic acid α-methyl ester/peptide ester and organic aldehydes. The reactions were carried out in MeOH. Thirteen Ugi products have been prepared in good to moderate yields with good diastereoselectivities.

Amino acids and peptides. XXIII. Synthesis of N alpha-protected amino acid 6-chloro-2-pyridyl esters and their evaluation for peptide synthesis.

6-Chloro-2-pyridyl esters (OPyCl) of N alpha-benzyloxycarbonyl and tert-butyloxycarbonylamino acids were synthesized by the N,N'-dicyclohexylcarbodiimide (DCC) method from the acids and 6-chloro-2-hydroxypyridine in dimethylformamide (DMF). The reactivity of the 6-chloro-2-pyridylester with amino group is much higher than that of the corresponding 2-pyridyl ester (OPy) and p-nitrophenyl esters (ONp) in dioxane and DMF, and a peptide bond is formed without acylation at the side chain hydroxyl group of amino acids. Z-Asp(OBzl)-OPyCl reacted with amino acid methyl esters in dioxane to give the corresponding dipeptide without any detectable aspartimide formation.

STUDIES ON AMINO ACIDS AND PEPTIDES - VII SYNTHESES OF ASPARTAME AND THIOASPARTAME

The protected aspartame, 4, has been prepared from the benzyl ester of N-benzyloxycarbonyl-S-aspartic acid, 1, and the methyl S-phenylalanate, 3, using 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide, LR, as a coupling reagent.Another protected aspartame, 7, has been prepared from the tert-butyl ester of 1--succinimide, 6, and methyl S-phenylalanate, 3.Thiations of 4/7 by LR produces a protected thioaspartame, 5/9.Deprotection of 7 and 9 gives aspartame, 8, and the slightly sweet thioaspartame, 10, in high yields.