104413-52-7

Basic information

• Product Name: L-Phenylalanine, N-[N-[(1,1-dimethylethoxy)carbonyl]-L-a-aspartyl]-, 1-methyl 4-(phenylmethyl) ester
• CAS NO: 104413-52-7
• Molecular Formula: C26H32N2O7
• Molecular Weight: 484.549
• Mol File: 104413-52-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, N-[N-[(1,1-dimethylethoxy)carbonyl]-L-a-aspartyl]-, 1-methyl 4-(phenylmethyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, N-[N-[(1,1-dimethylethoxy)carbonyl]-L-a-aspartyl]-, 1-methyl 4-(phenylmethyl) ester(104413-52-7)
• EPA Substance Registry System: L-Phenylalanine, N-[N-[(1,1-dimethylethoxy)carbonyl]-L-a-aspartyl]-, 1-methyl 4-(phenylmethyl) ester(104413-52-7)

Safety Data

• Hazardous Substances Data: 104413-52-7(Hazardous Substances Data)

Upstream product

• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 13798-75-9 N^α-t-butoxycarbonylaspartic acid α-N-hydroxysuccinimide ester β-benzyl ester 
• 7536-58-5 BOC-L-aspartic acid 4-benzyl ester 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 

Downstream Products

• 22839-47-0 L-Asp-L-Phe-OMe 
• 51782-71-9 benzyl-3-(1-(methoxycarbonyl)-2-phenylethylcarbamoyl)-3-aminopropanoate 
• 1448070-60-7 H-Asp(OBzl)-Asp(OBzl)-Asp(OBzl)-Phe-OMe 
• 1448070-58-3 Boc-Asp(OBzl)-Asp(OBzl)-Asp(OBzl)-Phe-OMe 
• 114670-96-1 Boc-Asp(OBzl)-Asp(OBzl)-Phe-OMe 
• 89762-63-0 Z(OMe)-Thr-Ser-Asp-Phe-NHNH₂ 
• 89821-17-0 Z(OMe)-Thr-Ser-Asp-Phe-OMe 
• 261943-24-2 1,2-dibenzyl-3-L,L-Asp(OBz)-PM citrate 
• 40944-73-8 methyl ester of N-tert-butyloxycarbonyl-L-aspartyl-L-phenylalanine 

Relevant articles and documents

CONTINUOUS, SOLVENT-FREE AND NON-ENZYMATIC PEPTIDE SYNTHESIS BY REACTIVE EXTRUSION

The present disclosure relates to A a continuous, solvent-free and non-enzymatic method for synthesizing a compound of formula (I): Ra-POLYPEP-Rc (I) wherein: POLYPEP is a poly-amino acid compound, Ra and Rc are as specified in the disclosure, which method comprises the steps of: a) feeding an extrusion reactor with (1) a compound of formula (II) Ra-PEPNt-Rg (II) wherein; PEPNt is a mono- or a poly-aminoacid compound, Ra and Rg are as specified in the disclosure, and (2) a compound of formula (III) H-PEPCt-Rc (III) wherein: PEPCt is a mono- or a poly-amino acid compound, and Rc is as defined in the disclosure in the absence of any solvent, so that the compound of formula (II) and the compound of formula (III) react together for generating a compound of formula (I), and b) collecting the compound of formula (I) from the extrusion reactor.

Activation of carboxylic acids as their active esters by means of tert-butyl 3-(3,4-dihydrobenzotriazine-4-on)yl carbonate

Carboxylic acids were activated in the presence of DMAP with tert-butyl carbonates (BOC-OX) 1, which were prepared in situ by reaction of X-OH and di-tert-butyl dicarbonate (BOC2O). The most efficient active carbonate proved to be tert-butyl 3-(3,4-dihydrobenzotriazine-4-on)yl carbonate 1a, leading to efficient formation of benzotriazinonyl esters 3 and 6, which are intermediates in reactions with primary and secondary amines to afford amides or peptides in good yield. By-products in the formation of 3 or 6 are the environmentally safe tert-BuOH and CO2. The hindered amino acid AIB also forms a dipeptide in good yield.

SYNTHESIS OF ASPARTYL-CONTAINING PEPTIDES WITHOUT PROTECTION OF β-CARBOXYL GROUPS

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