H-D-ASP(OBZL)-OH

Base Information

• Chemical Name: H-D-ASP(OBZL)-OH
• CAS No.: 13188-89-1
• Molecular Formula: C₁₁H₁₃NO₄
• Molecular Weight: 223.229
• Mol file: 13188-89-1.mol

Synonyms:b-Benzyl D-aspartate;D-Aspartic acid b-benzyl ester;Asparticacid, 4-benzyl ester, D- (8CI);

Chemical Property of H-D-ASP(OBZL)-OH

Chemical Property:

• Boiling Point: 413.1±45.0 °C(Predicted)
• PKA: 2.16±0.23(Predicted)
• PSA: 83.91000
• Density: 1.283±0.06 g/cm3(Predicted)
• LogP: 1.33670
• Storage Temp.: Store at 0°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: H-D-ASP(OBZL)-OH is a useful intermediate for the synthesis and studies of bacitracin and bacitracin analogs.

Technology Process of H-D-ASP(OBZL)-OH

There total 3 articles about H-D-ASP(OBZL)-OH which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 36.0%

(2R)-aspartic acid (1783-96-6,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + benzyl alcohol (100-51-6,185532-71-2) → D-aspartic acid β-benzyl ester (2177-63-1,63228-51-3,13188-89-1,25248-99-1)

Guidance literature:

With tetrafluoroboric acid diethyl ether; sodium sulfate; at 60 ℃;

DOI:10.1002/chem.201803540

Reference yield:

4-benzyl Boc-D-aspartate (51186-58-4,98482-77-0) → D-aspartic acid β-benzyl ester (2177-63-1,63228-51-3,13188-89-1,25248-99-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/ja00122a001

Reference yield:

→ D-aspartic acid β-benzyl ester (2177-63-1,63228-51-3,13188-89-1,25248-99-1)

Guidance literature:

upstream raw materials:

4-benzyl Boc-D-aspartate

(2R)-aspartic acid

benzyl alcohol

Downstream raw materials:

N-acetyl-D-aspartic acid β-benzyl ester

N-[(R)-3-dodecanoyloxytetradecanoyl]-D-aspartic acid β-benzyl ester

Fmoc-D-Asp(OBn)-OH

4-benzyl Boc-D-aspartate

Refernces

• 1、 Sato, Shinichi,Tetsuhashi, Masashi,Sekine, Keiko,Miyachi, Hiroyuki,Naito, Mikihiko,Hashimoto, Yuichi,Aoyama, Hiroshi. "Degradation-promoters of cellular inhibitor of apoptosis protein 1 based on bestatin and actinonin". . p. 4685 - 4698. Retrieved 2008/12/20.
• 2、 Liotta,Gibbs,Taylor,Benkovic,Benkovic. "Antibody-catalyzed rearrangement of a peptide bond: Mechanistic and kinetic investigations". . p. 4729 - 4741. Retrieved 2007/10/02.