Methyl L-isoleucinate hydrochloride

Base Information

• Chemical Name: Methyl L-isoleucinate hydrochloride
• CAS No.: 18598-74-8
• Molecular Formula: C7H15NO2^.HCl
• Molecular Weight: 181.663
• Hs Code.: 29224999
• European Community (EC) Number: 242-437-1
• DSSTox Substance ID: DTXSID10940024
• ChEMBL ID: CHEMBL1222004
• Mol file: 18598-74-8.mol

Synonyms:Isoleucine methyl ester hydrochloride;Methyl isoleucinate hydrochloride;Isoleucine,methyl ester, hydrochloride, L- (6CI,8CI);L-Isoleucine, methyl ester,hydrochloride (9CI);L-Isoleucine methyl ester hydrochloride;

Chemical Property of Methyl L-isoleucinate hydrochloride

Chemical Property:

• Appearance/Colour: Crystalline
• Vapor Pressure: 1.56mmHg at 25°C
• Melting Point: 98-100 °C
• Refractive Index: 26.5 ° (C=2, H2O)
• Boiling Point: 212.5 °C at 760 mmHg
• Flash Point: 82.3 °C
• PSA: 52.32000
• Density: 0.955g/cm3
• LogP: 2.03510
• Storage Temp.: 0-6°C
• Sensitive.: Hygroscopic
• Solubility.: Soluble in methanol (50 mg/ml clear, colorless solution).
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 181.0869564
• Heavy Atom Count: 11
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

L-Isoleucine methyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-40
• Safety Statements: 26-36/37/39-36-22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(C(=O)OC)N.Cl
• Isomeric SMILES: CC[C@H](C)[C@@H](C(=O)OC)N.Cl
• Uses: L-Isoleucine methyl ester used for chemical synthesis. E.g. It can also be used to produce 3-methyl-2-(4-nitro-imidazol-1-yl)-pentanoic acid methyl ester. It also finds its use as a pharmaceutical intermediate.

Technology Process of Methyl L-isoleucinate hydrochloride

There total 13 articles about Methyl L-isoleucinate 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: 100.0%

methanol (67-56-1) + (2S,3S)-2,3-dimethylpentanoic acid → methyl L-isoleucinate hydrochloride (18598-74-8)

Guidance literature:

methanol; With thionyl chloride; at -10 ℃; for 0.166667h;

(2S,3S)-2,3-dimethylpentanoic acid; at 20 ℃; for 48h;

DOI:10.1246/bcsj.20150003

Reference yield: 99.0%

methanol (67-56-1) + L-isoleucine (73-32-5,959215-79-3,18875-42-8) → methyl L-isoleucinate hydrochloride (18598-74-8)

Guidance literature:

With acetyl chloride; for 18h; Reflux;

DOI:10.1039/c7ob01995e

Reference yield: 94.0%

methanol (67-56-1) + L-isoleucine (73-32-5,959215-79-3,18875-42-8) → (S)-methyl 2-amino-3-methylpentanoate hydrochloride (18598-74-8)

Guidance literature:

With hydrogenchloride; for 5h; Ambient temperature;

DOI:10.1021/jo00265a038

upstream raw materials:

methanol

L-isoleucine

N-(tert-butoxycarbonyl)isoleucine methyl ester

N-benzyloxycarbonyl-L-isoleucine methyl ester

Downstream raw materials:

N-(benzyloxycarbonyl)-L-phenylalanyl-L-isoleucine methyl ester

(S)-3-Acetyl-5-((S)-sec-butyl)-1-(4-chloro-phenyl)-4,5-dihydro-1H-[1,2,4]triazin-6-one

1,3-Dicyclohexylurea

(tert-butoxycarbonyl)-N^G-nitroarginylisoleucyl methyl ester

Refernces

• 1、 Hu, Xiao-Long,Lv, Xian-Yu,Wang, Rong,Long, Huan,Feng, Jia-Hao,Wang, Bao-Lin,Shen, Wei,Liu, Hao,Xiong, Fei,Zhang, Xiao-Qi,Ye, Wen-Cai,Wang, Hao. "Optimization of N-Phenylpropenoyl- l -amino Acids as Potent and Selective Inducible Nitric Oxide Synthase Inhibitors for Parkinson's Disease". . p. 7760 - 7777. Retrieved 2021/06/28.
• 2、 Deeva, Olga A.,Dyabina, Alina S.,Gudasheva, Tatiana A.,Mokrov, Grigory V.,Seredenin, Sergey B.,Yarkova, Milada A.. "Design, synthesis and anxiolytic activity evaluation of N-Acyltryptophanyl- containing dipeptides, potential TSPO ligands". . p. 383 - 399. Retrieved 2019/07/12.