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
• Article Data: 7

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

Downstream Products

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

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

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.

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.