(R)-dimethyl 2-aminopentanedioate

Base Information

• Chemical Name: (R)-dimethyl 2-aminopentanedioate
• CAS No.: 16422-27-8
• Molecular Formula: C7H13NO4
• Molecular Weight: 175.185
• UNII: R638SJX27P
• DSSTox Substance ID: DTXSID70427129
• Nikkaji Number: J1.645.317J
• Wikidata: Q27287841
• Mol file: 16422-27-8.mol

Synonyms:(R)-dimethyl 2-aminopentanedioate;16422-27-8;dimethyl D-glutamate;dimethyl (2R)-2-aminopentanedioate;D-Glutamic acid, dimethyl ester;(R)-Glutamic acid dimethyl ester;Glutamic acid, dimethyl ester, D-;UNII-R638SJX27P;R638SJX27P;1,5-DIMETHYL (2R)-2-AMINOPENTANEDIOATE;D-Glutamic acid dimethyl ester;(R)-Dimethyl2-aminopentanedioate;SCHEMBL1318285;DTXSID70427129;YEJSPQZHMWGIGP-RXMQYKEDSA-N;(R)-dimethyl-2-aminopentanedioate;AB7045;D-Glutamic Acid 1,5-Dimethyl Ester;AKOS016013978;AS-44812;CS-0197766;EN300-172757;Q27287841

Chemical Property of (R)-dimethyl 2-aminopentanedioate

Chemical Property:

• Boiling Point: 224.3±25.0 °C(Predicted)
• PKA: 6.90±0.35(Predicted)
• PSA: 78.62000
• Density: 1.129±0.06 g/cm3(Predicted)
• LogP: 0.14020
• Storage Temp.: 2-8°C
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 175.08445790
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

98%min ^*data from raw suppliers

(R)-Dimethyl2-Aminopentanedioate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCC(C(=O)OC)N
• Isomeric SMILES: COC(=O)CC[C@H](C(=O)OC)N

Technology Process of (R)-dimethyl 2-aminopentanedioate

There total 24 articles about (R)-dimethyl 2-aminopentanedioate 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: 100.0%

methanol (67-56-1) + L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → L-glutamic acid dimethyl ester (6525-53-7,16422-27-8,40149-68-6)

Guidance literature:

With thionyl chloride;

DOI:10.1016/j.tetlet.2008.08.114

Reference yield: 98.0%

methanol (67-56-1) + L-glutamic acid 5-methyl ester (1499-55-4) → L-glutamic acid dimethyl ester (6525-53-7,16422-27-8,40149-68-6)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2010.01.075

Reference yield: 91.0%

L-glutamic dimethyl ester hydrochloride (23150-65-4) → L-glutamic acid dimethyl ester (6525-53-7,16422-27-8,40149-68-6)

Guidance literature:

With ammonia; In dichloromethane; for 0.25h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.202100259

upstream raw materials:

methanol

Glutamic acid

dimethyl α-nitroglutarate

dimethyl 2-(hydroxyimino)glutarate

Downstream raw materials:

2-(4-Ethoxycarbonylamino-benzenesulfonylamino)-pentanedioic acid dimethyl ester

methyl 5-oxopyrrolidine-2-carboxylate

(S)-2-({(1R,2S)-2-[(1-methyl-1H-indole-2-carbonyl)-amino]-cyclohexanecarbonyl}-amino)-pentanedioic acid diamide

dimethyl (S)-N-(benzyloxycarbonyl)glutamate

Refernces

• 1、 Yoshikawa,S.,Kim,O.-K.. "-". . p. 1729 - 1733. Retrieved 1966.
• 2、 Gust, Ronald,H?rmann, Anton Amadeus,H?rmann, Nikolas,Klingler, Maximilian,Rezaeianpour, Maliheh,Shahhosseini, Soraya,von Guggenberg, Elisabeth. "Initial in vitro and in vivo evaluation of a novel CCK2R targeting peptide analog labeled with lutetium-177". . . Retrieved 2020.
• 3、 Bibi, Maria,Qureshi, Naveeda Akhter,Sadiq, Abdul,Farooq, Umar,Hassan, Abbas,Shaheen, Nargis,Asghar, Irfa,Umer, Duaa,Ullah, Azmat,Khan, Farhan A.,Salman, Muhammad,Bibi, Ahtaram,Rashid, Umer. "Exploring the ability of dihydropyrimidine-5-carboxamide and 5-benzyl-2,4-diaminopyrimidine-based analogues for the selective inhibition of L. major dihydrofolate reductase". . . Retrieved 2020/11/16.
• 4、 Dardashti, Rebecca Notis,Kumar, Shailesh,Sternisha, Shawn M.,Reddy, Post Sai,Miller, Brian G.,Metanis, Norman. "Selenolysine: A New Tool for Traceless Isopeptide Bond Formation". supporting information. p. 4952 - 4957. Retrieved 2020/04/07.