Methyl L-isoleucinate

Base Information

• Chemical Name: Methyl L-isoleucinate
• CAS No.: 2577-46-0
• Molecular Formula: C7H15NO2
• Molecular Weight: 145.202
• Hs Code.: 2922499990
• European Community (EC) Number: 219-931-0
• DSSTox Substance ID: DTXSID40948634
• Nikkaji Number: J101.394G
• Wikidata: Q27461445
• ChEMBL ID: CHEMBL1229072
• Mol file: 2577-46-0.mol

Synonyms:isoleucine methyl ester;isoleucine methyl ester hydrochloride

Chemical Property of Methyl L-isoleucinate

Chemical Property:

• Vapor Pressure: 1.56mmHg at 25°C
• Refractive Index: 1.435
• Boiling Point: 169.203 °C at 760 mmHg
• PKA: 7.98±0.39(Predicted)
• Flash Point: 42.685 °C
• PSA: 52.32000
• Density: 0.955 g/cm³
• LogP: 1.23310
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

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

(2S,3S)-Methyl2-Amino-3-methylpentanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(C(=O)OC)N
• Isomeric SMILES: CC[C@H](C)[C@@H](C(=O)OC)N
• Uses: (2S,3S)-Methyl 2-Amino-3-methylpentanoate is used in preparation method of polybutylene succinate.

Technology Process of Methyl L-isoleucinate

There total 38 articles about Methyl L-isoleucinate 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-isoleucine (73-32-5,959215-79-3,18875-42-8) → L-isoleucine methyl ester (2577-46-0)

Guidance literature:

methanol; With thionyl chloride; at -15 - 0 ℃; for 1h;

L-isoleucine; for 3h; Reflux;

DOI:10.1021/acs.joc.8b01420

Reference yield: 98.0%

N-(9-fluorenylmethoxycarbonyl)isoleucine methyl ester → L-isoleucine methyl ester (2577-46-0)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; In N,N-dimethyl-formamide; for 8h; Ambient temperature;

DOI:10.1080/00397919408013818

Reference yield: 78.0%

N-(tert-butoxycarbonyl)isoleucine methyl ester (17901-01-8) → L-isoleucine methyl ester (2577-46-0)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 4h;

DOI:10.1021/np000136a

upstream raw materials:

methanol

D-Isoleucine

calyxamide B

L-isoleucine

Downstream raw materials:

Z-L-Leu-D-Ileu-OH

((benzyloxy)carbonyl)glycyl-L-isoleucine

ZTyrIleOMe

N-(N,O-bis-benzyloxycarbonyl-L-tyrosyl)-L-isoleucine methyl ester

Refernces

• 1、 Bárta, Pavel,Dole?al, Martin,Horá?ek, Ond?ej,Jand'Ourek, Ond?ej,Janou?ek, Ji?í,Juhás, Martin,Kone?ná, Klára,Ku?era, Radim,Ku?erová, Lucie,Kubí?ek, Vladimír,Kune?, Ji?í,Paterová, Pavla,Zitko, Jan. "N-Pyrazinoyl substituted amino acids as potential antimycobacterial agents-the synthesis and biological evaluation of enantiomers". . . Retrieved 2020/04/09.
• 2、 Bollu, Amarnath,Sharma, Nagendra K.. "Cleavable Amide Bond: Mechanistic Insight into Cleavable 4-Aminopyrazolyloxy Acetamide at Low pH". supporting information. p. 5596 - 5602. Retrieved 2019/05/10.