BOC-D-ASP(OBZL)-OH（CAS# 92828-64-3)
| WGK Germany | 3 |
Introduction
(3R)-4-(benzyloxy)-3-[(tert-butoxycarbonyl)amino]-4-oxobutanoic acid (non-preferred name)((3R)-4-(benzyloxy)-3-[(tert-butoxycarbonyl)amino]-4-oxobutanoic acid) is an organic compound whose molecular formula is C16H21NO6.
The compound is a derivative of aspartic acid with the following properties:
-Appearance is white crystalline powder;
-Stable at room temperature, but will decompose at high temperature;
-Soluble in common organic solvents such as methanol, ethanol and dichloromethane.
(3R)-4-(benzyloxy)-3-[(tert-butoxycarbonyl)amino]-4-oxobutanoic acid (non-preferred name) has a wide range of applications in the field of medicine:
-It is used as an intermediate for the synthesis of polypeptides and compounds with aspartic acid residues in proteins;
-It can also be used as a synthetic intermediate for drugs.
In the laboratory, the method of preparing (3R)-4-(benzyloxy)-3-[(tert-butoxycarbonyl)amino]-4-oxobutanoic acid (non-preferred name) is generally by reacting the carboxyl group of aspartic acid with tert-butoxycarbonyl isocyanate, and introducing benzyl ester groups through appropriate functionalization reactions.
Regarding safety information,(3R)-4-(benzyloxy)-3-[(tert-butoxycarbonyl)amino]-4-oxobutanoic acid (non-preferred name) has limited toxicity and hazard data, so its safe operation should follow customary laboratory safety guidelines. Wear appropriate personal protective equipment such as glasses, gloves and laboratory coats during use or handling. At the same time, to avoid its contact with strong oxidants and combustibles.
Application
Boc-D-Asp-OBzl (N-tert-butoxycarbonyl-D-aspartic acid α-benzyl ester, CAS 92828-64-3) is a high-purity, protected D-aspartic acid derivative. It is a fundamental building block for solid-phase peptide synthesis (SPPS) using Boc/Bzl chemistry. The compound features an orthogonal protection strategy: a base-labile benzyl ester on the α-carboxyl group and an acid-labile Boc group on the amine. This allows for the selective deprotection and assembly of complex, stereochemically defined peptide sequences. Its high enantiomeric purity (≥98%, with ≤0.5% L-enantiomer impurity) is critical for creating D-amino acid-containing peptides with enhanced biological activity and metabolic stability.
As a key pharmaceutical intermediate, Boc-D-Asp-OBzl is essential for the synthesis of various therapeutic peptides and drug candidates. It is used in the development of peptide-based drugs, enzyme inhibitors, and other bioactive molecules requiring the precise incorporation of D-aspartic acid. Its utility extends to the production of modified peptides for research and industrial applications. Xinchem offers custom synthesis and contract manufacturing of this high-purity compound with flexible scaling from R&D to commercial tons. Contact us for a competitive quote and reliable global supply.
