N-Acetyl-L-methionine methyl ester

Base Information

• Chemical Name: N-Acetyl-L-methionine methyl ester
• CAS No.: 35671-83-1
• Molecular Formula: C8H15NO3S
• Molecular Weight: 205.278
• Hs Code.: 2930909090
• European Community (EC) Number: 845-264-5
• Nikkaji Number: J46.196B
• Mol file: 35671-83-1.mol

Synonyms:AC-MET-OME;35671-83-1;N-Acetyl-L-methionine methyl ester;Acetyl-L-methionine methyl ester;CCRIS 5538;L-Methionine, N-acetyl-, methyl ester;methyl (2S)-2-acetamido-4-methylsulfanylbutanoate;(S)-Methyl 2-acetamido-4-(methylthio)butanoate;METHYL (2S)-2-ACETAMIDO-4-(METHYLSULFANYL)BUTANOATE;n-acetylmethionine methyl ester;Methyl acetyl-L-methioninate;SCHEMBL111170;YVMKSJIMTATAAS-ZETCQYMHSA-N;MFCD00038235;AKOS015908060;AS-46902;CS-0154007;F10864;EN300-7358419;Methyl 2-(acetylamino)-4-(methylsulfanyl)butanoate #;2-Acetylamino-4-(methylthio)butyric acid, methyl ester;N-alpha-Actetyl-L-methionine methyl ester (Ac-L-Met-OMe)

Chemical Property of N-Acetyl-L-methionine methyl ester

Chemical Property:

• Vapor Pressure: 9.71E-06mmHg at 25°C
• Melting Point: 96 °C
• Refractive Index: 1.481
• Boiling Point: 372.3 °C at 760 mmHg
• PKA: 14.55±0.46(Predicted)
• Flash Point: 179 °C
• PSA: 80.70000
• Density: 1.113 g/cm³
• LogP: 0.80810
• Storage Temp.: -15°C
• Solubility.: Chloroform, DMSO
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 205.07726451
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

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

N-Acetyl methionine methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-Acetyl-L-methionine methyl ester

There total 14 articles about N-Acetyl-L-methionine methyl ester 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: 94.0%

acetic anhydride (108-24-7) + (S)-methyl 2-amino-4-(methylthio)butanoate hydrochloride (2491-18-1) → methyl N-acetylmethionine (35671-83-1)

Guidance literature:

With pyridine; at 20 ℃; Cooling with ice;

DOI:10.1016/j.tetasy.2011.01.006

Reference yield: 84.0%

N-acetyl-DL-methionine (1115-47-5) + 2,2-dimethoxy-propane (77-76-9) → methyl 2-acetamido-4-methylthiobutanoate (35671-83-1,114285-15-3,7451-74-3)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 48h; Ambient temperature;

DOI:10.1021/jo00269a013

Reference yield: 8.0%

N-Acetyl-L-methionine sulfoxide methyl ester (126027-78-9,132436-46-5) → N-acetyl-L-methionine methyl ester (7451-74-3,35671-83-1,114285-15-3) + 2-Acetylamino-4-fluoromethylsulfanyl-butyric acid methyl ester (126045-70-3,132336-13-1)

Guidance literature:

With diethylamino-sulfur trifluoride; In chloroform; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/S0022-1139(00)80377-2

upstream raw materials:

methanol

N-acetyl-l-methionine

DL-methionine methyl ester

sodium methylate

Downstream raw materials:

Ac-L-Met-NHMe

tetraphenylethane-1,2-diol

2,2,2-Trifluoroacetaldehyde

N-acetyl-L-methionine methyl ester sulfoxide

Refernces

• 1、 Foster, Michael S.,Oldham, Charlie D.,May, Sheldon W.. "Looking glass mechanism-based inhibition of peptidylglycine α-amidating monooxygenase". experimental part. p. 283 - 293. Retrieved 2011/05/17.
• 2、 Di Gioia, Maria Luisa,Leggio, Antonella,Le Pera, Adolfo,Liguori, Angelo,Perri, Francesca,Siciliano, Carlo. "Alternative and chemoselective deprotection of the α-amino and carboxy functions of N-Fmoc-amino acid and N-Fmoc-dipeptide methyl esters by modulation of the molar ratio in the AlCl3/N,N-dimethylaniline reagent system". . p. 4437 - 4441. Retrieved 2007/10/03.