13188-89-1

Basic information

• Product Name: H-D-ASP(OBZL)-OH
• Synonyms: H-D-ASP(OBZL)-OH;D-ASPARTIC ACID(OBZL)-OH;D-ASPARTIC ACID BETA-BENZYL ESTER;D-ASPARTIC ACID 4-BENZYL ESTER;D-ASPARTIC ACID-B-BENZYLESTER;(R)-2-Amino-4-(benzyloxy)-4-oxobutanoic acid;D-Asp(OBzl)-OH
• CAS NO: 13188-89-1
• Molecular Formula: C₁₁H₁₃NO₄
• Molecular Weight: 223.23
• Mol File: 13188-89-1.mol

Chemical Properties

• Boiling Point: 413.1±45.0 °C(Predicted)
• Appearance: /
• Density: 1.283±0.06 g/cm3(Predicted)
• Storage Temp.: Store at 0°C
• PKA: 2.16±0.23(Predicted)
• CAS DataBase Reference: H-D-ASP(OBZL)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-D-ASP(OBZL)-OH(13188-89-1)
• EPA Substance Registry System: H-D-ASP(OBZL)-OH(13188-89-1)

Safety Data

• Hazardous Substances Data: 13188-89-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
H-D-ASP(OBZL)-OH is used as a key intermediate for the synthesis of bacitracin and its analogs, which are antibiotics with a wide range of applications in treating bacterial infections. Its crystalline nature allows for easy handling and purification during the synthesis process.
Used in Research and Development:
H-D-ASP(OBZL)-OH is also used as a valuable compound in the research and development of new drugs and therapies. Its unique chemical properties make it an attractive candidate for further exploration and modification to create novel pharmaceutical agents with improved efficacy and safety profiles.

Upstream product

• 1783-96-6 (2R)-aspartic acid 
• 100-51-6 benzyl alcohol 
• 51186-58-4 4-benzyl Boc-D-aspartate 

Downstream Products

• 51186-58-4 4-benzyl Boc-D-aspartate 
• 163929-78-0 N-acetyl-D-aspartic acid β-benzyl ester 
• 171976-99-1 (R)-2-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propionylamino)-3-(4-hydroxy-phenyl)-propionylamino]-succinic acid 4-benzyl ester 
• 346669-80-5 N-[(R)-3-dodecanoyloxytetradecanoyl]-D-aspartic acid β-benzyl ester 
• 150009-58-8 Fmoc-D-Asp(OBn)-OH 
• 1218935-69-3 C₁₇H₂₅NO₆Si 
• 1313202-26-4 C₂₀H₂₀N₂O₅S 
• 1313202-24-2 C₂₁H₂₆N₂O₇S 
• 1313202-25-3 C₂₁H₂₅ClN₂O₇S 
• 1313202-23-1 C₂₂H₂₈N₂O₇S 
• 1313202-27-5 C₁₉H₁₈N₂O₅S 
• 1313202-28-6 C₁₉H₁₇ClN₂O₅S 
• 1313202-22-0 C₁₇H₁₆ClNO₆S 
• 1313202-21-9 C₁₇H₁₇NO₆S 

Relevant articles and documents

Thermoresponsive Alignment Media in NMR Spectroscopy: Helix Reversal of a Copolyaspartate at Ambient Temperatures

Poly(aspartic acid esters) are known to form either right-or left-handed α-helices depending on the ester group in the side chain, on solvent and/or on temperature. Polyphenethyl-l-aspartates (PPLA) exhibit a helix reversal from the right- to the left-handed form with increasing temperature. We have recently reported the application of polyphenethylaspartates as helically chiral alignment media. The thermoresponsivity observed for these polymers offers the possibility to measure different orientations of analytes before and after helix reversal of the alignment medium at 373 K. Herein we present a synthesized copolymer of phenethyl- and benzylaspartate as a new alignment medium undergoing this helix reversal at 303–313 K. Thus, the measurement of residual dipolar couplings (RDC) before and after the helix reversal is allowed for at ambient temperatures. A complete sign change of all 1H–13C RDCs was observed, which is close to the highest possible difference in NMR spectra.

Degradation-promoters of cellular inhibitor of apoptosis protein 1 based on bestatin and actinonin

A series of hybrid compounds of bestatin (1) and actinonin (3), which promote degradation of cellular inhibitor of apoptosis protein 1 (cIAP1), were designed and synthesized. Structure-activity relationship studies indicated that absolute configuration, hydrophobicity at the α-position of the internal amide carbonyl group, and the presence of a small substituent at the α-position of the ester group are important factors for the expression of potent cIAP1 degradation-promoting activity. HAB-5A (30b) showed the most potent activity (IC50 = 0.53 μM) among the compounds prepared.

Process for the preparation of omega-benzyl esters of amino diacids and of alkanesulphonates of these esters, and these alkanesulphonates

The invention relates to a process for the preparation of an ?-benzyl ester of an amino diacid, characterized in that the amino diacid is reacted with a benzyl alcohol derivative of formula (I) 1 in which the R1 substituent or substituents, which are identical or different, represent a hydrogen atom, a C1 to C4 alkyl group, a C1 to C4 alkoxy group or a halogen atom and n is equal to 1, 2 or 3, in the presence of at least one mol per mole of the amino diacid of an alkanesulphonic acid, optionally in the presence of a solvent. The intermediate alkanesulphonates of the ?-benzyl esters of amino diacids and the ?-benzyl esters of amino diacids are obtained with a good yield and an excellent purity by virtue of this process.

Novel immunological adjuvant compounds and methods of preparation thereof

This application relates to novel immunological adjuvant compounds of the formula: STR1 wherein each of R and R1 are the same or different and are hydrogen or an acyl radical; R2 is an unsubstituted or substituted alkyl radical, or an unsubstituted or substituted aryl radical; R6 is an alkyl radical X is an aminoacyl moiety; and Y is D-isoasparagine or D-isoglutamine.

Novel immunological adjuvant compounds and methods of preparation thereof

This application relates to novel immunological adjuvant compounds of the formula: STR1 wherein each of R and R1 are the same or different and are hydrogen or an acyl radical; R2 is an unsubstituted or substituted alkyl radical, or an unsubstituted or substituted aryl radical; X is an aminoacyl moiety; and Y is D-isoasparagine or D-isoglutamine.