174457-99-9

Usage

Uses

Used in Pharmaceutical Research and Development:
H-D-Asp(OBzl)-OBzl.HCl is used as a reagent in peptide synthesis for the development of new pharmaceuticals. Its ability to facilitate the formation of peptide bonds is crucial in creating complex protein structures that can be used as therapeutic agents.
Used in Organic Chemical Reactions:
In the realm of organic chemistry, H-D-Asp(OBzl)-OBzl.HCl serves as a catalyst to expedite certain reactions, enhancing the efficiency and selectivity of chemical processes, which is vital for the synthesis of various organic compounds.
Used in Biotechnology:
H-D-Asp(OBzl)-OBzl.HCl is utilized in the biotechnology industry for its role in the synthesis of bioactive peptides and proteins, which can have applications in areas such as drug discovery, diagnostics, and therapeutics.
It is important to handle and store H-D-Asp(OBzl)-OBzl.HCl with care, adhering to standard laboratory practices and safety guidelines to ensure the safety of researchers and the integrity of experiments.

Upstream product

• 7536-58-5 BOC-L-aspartic acid 4-benzyl ester 
• 56-84-8 L-Aspartic acid 
• 100-51-6 benzyl alcohol 
• 80974-42-1 (S)-N-tert-butyloxycarbonylaspartic acid dibenzyl ester 
• 104-15-4 toluene-4-sulfonic acid 
• 2886-33-1 dibenzyl L-aspartate toluene-4-sulphonate 

Downstream Products

• 122517-23-1 N-(N^α-benzyloxycarbonyl-N^ω-nitro-L-arginyl)-L-aspartic acid dibenzyl ester 

Relevant academic research and scientific papers

A class of novel carboline intercalators: Their synthesis, in vitro anti-proliferation, in vivo anti-tumor action, and 3D QSAR analysis

Based on DOCK scores 18 N-(3-benzyloxycarbonylcarboline-1-yl)ethylamino acid benzylesters (6a-r) were synthesized as anti-tumor agents. Their IC 50 values against five human carcinoma cell lines ranged from 11.1 μM to more than 100 μM. The in vivo assay identified five derivatives of them had no anti-tumor action, the anti-tumor activity of nine derivatives of them equaled that of cytarabine, and the anti-tumor activity of three derivatives of them was higher than that of cytarabine. The UV and fluorescence spectra, as well as the relative viscosity and melting temperature measurements of calf thymus DNA (CT DNA) with and without the representative compound suggested that DNA intercalation could be their action mechanism. The 3D QSAR analysis of N-(3-benzyloxycarbonylcarboline-1-yl)ethylamino acid benzylesters (6a-r) revealed that their in vivo anti-tumor activity significantly depends on the molecular electrostatic and steric fields of the side chain of the amino acid residue.

Chirospecific Synthesis of (1S,3R)-1-Amino-3-(hydroxymethyl)cyclopentane, Precursor for Carbocyclic Nucleoside Synthesis. Dieckmann Cyclization with an α-Amino Acid

Carbocyclic nucleosides are important isosters of nucleosides possessing a variety of antiviral and antineoplastic activities.We report here a new method for the chirospecific synthesis of (1S,3R)-1-amino-3-(hydroxymethyl)cyclopentane.This compound is a key precursor for the synthesis of some carbocyclic nucleosides.The method involves (1) an improved synthesis of (S)-2-aminoadipic acid; (2) Dieckmann cyclization of this α-amino acid to an aminocyclopentanone; and (3) elaboration of the latter to the target (1S,3R)-1-amino-3-(hydroxymethyl)cyclopentane.The starting (S)-2-aminoadipic acid δ-methyl ester was prepared enantiomerically pure from (S)-aspartic acid in 51percent overall yield.Dieckmann condensation converted this amino acid to a (methoxycarbonyl)-cyclopentanone, and reduction of the ketone followed by elimination yielded (S)-3--1-(methoxycarbonyl)cyclopentene.Reduction of the double bond gave a mixture of the cis and trans diastereomers.This mixture was converted to a single diastereomer by epimerization and trapping of the cis isomer as (1S,4R)-2-(9-phenylfluoren-9-yl)-2-azabicycloheptan-3-one.Hydrolytic cleavage of the lactam followed by reduction gave (1S,3R)-1-amino-3-(hydroxymethyl)cyclopentane.