(S)-Dibenzyl 2-aminopentanedioate hydrochloride

Base Information

• Chemical Name: (S)-Dibenzyl 2-aminopentanedioate hydrochloride
• CAS No.: 4561-10-8
• Molecular Formula: C19H22ClNO4
• Molecular Weight: 363.841
• Hs Code.: 2922499990
• European Community (EC) Number: 849-157-4
• DSSTox Substance ID: DTXSID00196573
• Mol file: 4561-10-8.mol

Synonyms:4561-10-8;(S)-Dibenzyl 2-aminopentanedioate hydrochloride;H-Glu(OBzl)-OBzl.HCl;H-GLU(OBZL)-OBZL HCL;Dibenzyl L-Glutamate Hydrochloride;L-Glutamic acid dibenzyl ester hydrochloride;L-Glutamic acid, bis(phenylmethyl) ester, hydrochloride;H-Glu(Obzl)-Obzl hydrochloride;(S)-DIBENZYL 2-AMINOPENTANEDIOATE HCL;dibenzyl (2S)-2-aminopentanedioate;hydrochloride;Dibenzyl L-glutaminate hydrochloride;Glutamic acid, dibenzyl ester, hydrochloride, L-;MFCD00035103;H-Glu(OBzl)-OBzl.HCI;SCHEMBL5274239;DTXSID00196573;L-Glutamic acid dibenzyl ester HCl;AKOS015910707;AM81747;CS-W018863;HY-W018077;AS-10401;LS-71789;D4839;A846488;(S)-dibenzyl 2-aminopentanedioate hydrochloride

Chemical Property of (S)-Dibenzyl 2-aminopentanedioate hydrochloride

Chemical Property:

• Vapor Pressure: 2.06E-08mmHg at 25°C
• Melting Point: 102.0 to 106.0 °C
• Boiling Point: 453.5 °C at 760 mmHg
• Flash Point: 165.6 °C
• PSA: 78.62000
• LogP: 4.08300
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 363.1237359
• Heavy Atom Count: 25
• Complexity: 387

Purity/Quality:

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

H-Glu(Obzl)-Obzlhydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)CCC(C(=O)OCC2=CC=CC=C2)N.Cl
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)CC[C@@H](C(=O)OCC2=CC=CC=C2)N.Cl
• Uses: L-Glutamic acid dibenzyl ester hydrochloride oxalate used as a intermediate in pharmaceutical and chemical synthesis. Also used in medicine research. H-Glu(Obzl)-Obzl HCl

Technology Process of (S)-Dibenzyl 2-aminopentanedioate hydrochloride

There total 4 articles about (S)-Dibenzyl 2-aminopentanedioate hydrochloride 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: 98.7%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + benzyl alcohol (100-51-6,185532-71-2) → L-glutamic acid dibenzyl ester hydrochloride (4561-10-8)

Guidance literature:

L-glutamic acid; benzyl alcohol; With thionyl chloride; at 80 - 85 ℃; for 5h;

With hydrogenchloride; at 20 - 25 ℃; for 0.5h; Concentration; Temperature; Reagent/catalyst;

Reference yield: 58.8%

dibenzyl N-tert-butyloxycarbonyl-L-glutamate (80963-14-0) → L-glutamic acid dibenzyl ester hydrochloride (4561-10-8)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 0 - 20 ℃; for 12h;

Reference yield:

Boc-Glu (2419-94-5) → L-glutamic acid dibenzyl ester hydrochloride (4561-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 - 25 °C

2: hydrogenchloride / diethyl ether / 12 h / 0 - 25 °C

With hydrogenchloride; potassium carbonate; In diethyl ether; N,N-dimethyl-formamide;

upstream raw materials:

L-glutamic acid

benzyl alcohol

Boc-Glu

dibenzyl N-tert-butyloxycarbonyl-L-glutamate

Downstream raw materials:

N-[N-(N-benzyloxycarbonyl-L-leucyl)-L-valyl]-L-glutamic acid dibenzyl ester

C₂₇H₃₄N₂O₇

dibenzyl L-glutamate

t-butoxycarbonyl-L-alanyl-L-glutamic acid dibenzyl ester

Refernces

• 1、 -. "Green preparation method of N-substituted-L-pyroglutamate". Paragraph 0047; 0048; 0049; 0050. . Retrieved 2018/03/28.
• 2、 Wu, Jianhui,Li, Chunyu,Zhao, Ming,Wang, Wenjing,Wang, Yuji,Peng, Shiqi. "A class of novel carboline intercalators: Their synthesis, in vitro anti-proliferation, in vivo anti-tumor action, and 3D QSAR analysis". experimental part. p. 6220 - 6229. Retrieved 2010/10/04.