(S)-2-Amino-5-methoxy-5-oxopentanoic acid hydrochloride

Base Information

• Chemical Name: (S)-2-Amino-5-methoxy-5-oxopentanoic acid hydrochloride
• CAS No.: 3077-51-8
• Molecular Formula: C6H11 N O4 . Cl H
• Molecular Weight: 197.619
• Hs Code.: 2923900090
• European Community (EC) Number: 221-365-4
• DSSTox Substance ID: DTXSID10184784
• Mol file: 3077-51-8.mol

Synonyms:3077-51-8;(S)-2-Amino-5-methoxy-5-oxopentanoic acid hydrochloride;5-Methyl L-2-aminoglutarate hydrochloride;(2S)-2-amino-5-methoxy-5-oxopentanoic acid;hydrochloride;(S)-2-Amino-5-methoxy-5-oxopentanoic acidhydrochloride;L-Glutamic acid, 5-methyl ester, hydrochloride (1:1);(2S)-2-AMINO-5-METHOXY-5-OXOPENTANOIC ACID HYDROCHLORIDE;5-Methyl L-2-aminoglutarate HCl;EINECS 221-365-4;SCHEMBL10516366;DTXSID10184784;AKOS006282477;(S)-2-Amino-5-methoxy-5-oxopentanoicacidhydrochloride

Chemical Property of (S)-2-Amino-5-methoxy-5-oxopentanoic acid hydrochloride

Chemical Property:

• Vapor Pressure: 8.95E-05mmHg at 25°C
• Boiling Point: 316.1°C at 760 mmHg
• Flash Point: 145°C
• PSA: 89.62000
• LogP: 0.85380
• Storage Temp.: Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 197.0454856
• Heavy Atom Count: 12
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-Amino-5-methoxy-5-oxopentanoic acidhydrochloride 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-2-Amino-5-methoxy-5-oxopentanoic acid hydrochloride

There total 3 articles about (S)-2-Amino-5-methoxy-5-oxopentanoic acid 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: 80.0%

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) → γ-methyl L-glutamate hydrochloride (3077-51-8)

Guidance literature:

With thionyl chloride; at -10 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201506035

Reference yield: 2.0%

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) → γ-methyl L-glutamate hydrochloride (3077-51-8) + L-glutamic dimethyl ester hydrochloride (23150-65-4)

Guidance literature:

With hydrogenchloride; for 0.00555556h;

DOI:10.1016/0040-4020(89)80144-9

Reference yield:

chloro-trimethyl-silane (75-77-4) + L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → γ-methyl L-glutamate hydrochloride (3077-51-8)

Guidance literature:

In methanol; at 0 ℃;

DOI:10.1002/ejoc.201900280

upstream raw materials:

methanol

L-glutamic acid

chloro-trimethyl-silane

Downstream raw materials:

(S)-4-(2-Methoxycarbonylethyl)oxazolidine-2,5-dione

(S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-methyl ester

(S)-tert-butyl 2-(benzyloxycarbonylamino)-5-bromopentanoate

(S)-tert-butyl 2-(((benzyloxy)carbonyl)amino)-5-hydroxypentanoate

Refernces

• 1、 Leygue, Nadine,Enel, Morgane,Diallo, Abdel,Mestre-Voegtlé, Béatrice,Galaup, Chantal,Picard, Claude. "Efficient Synthesis of a Family of Bifunctional Chelators Based on the PCTA[12] Macrocycle Suitable for Bioconjugation". . p. 2899 - 2913. Retrieved 2019/05/15.
• 2、 Buckingham, Faye,Kirjavainen, Anna K.,Forsback, Sarita,Krzyczmonik, Anna,Keller, Thomas,Newington, Ian M.,Glaser, Matthias,Luthra, Sajinder K.,Solin, Olof,Gouverneur, Véronique. "Organomediated Enantioselective 18F Fluorination for PET Applications". supporting information. p. 13366 - 13369. Retrieved 2015/11/09.