Methionine ethyl ester

Base Information

• Chemical Name: Methionine ethyl ester
• CAS No.: 3082-77-7
• Molecular Formula: C7H15 N O2 S
• Molecular Weight: 177.268
• Hs Code.: 2930909090
• European Community (EC) Number: 221-381-1
• DSSTox Substance ID: DTXSID70953019
• Nikkaji Number: J102.599F
• Wikidata: Q82931774
• ChEMBL ID: CHEMBL1229082
• Mol file: 3082-77-7.mol

Synonyms:methionine ethyl ester;methionine ethyl ester hydrochloride, (DL)-isomer;methionine ethyl ester hydrochloride, (L)-isomer;methionine ethyl ester, (L)-isomer

Chemical Property of Methionine ethyl ester

Chemical Property:

• Boiling Point: 257.9°Cat760mmHg
• PKA: 7.12±0.35(Predicted)
• Flash Point: 109.8°C
• PSA: 77.62000
• Density: 1.07g/cm³
• LogP: 1.33020
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 177.08234989
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methionine ethyl ester

There total 5 articles about Methionine ethyl 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: 77.0%

L-methionine ethyl ester monohydrochloride (2899-36-7) → L-methionine ethyl ester (3082-77-7)

Guidance literature:

With zinc; In dichloromethane; at 20 ℃; for 3h;

DOI:10.3762/bjoc.13.94

Reference yield:

ethanol (64-17-5) + L-methionine (63-68-3,26062-47-5,58576-49-1) → L-methionine ethyl ester (3082-77-7)

Guidance literature:

With sulfuric acid; for 3h; Heating;

DOI:10.1271/bbb.60.828

Reference yield:

N-Boc-(S)-methionine ethyl ester (76220-80-9) → L-methionine ethyl ester (3082-77-7)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ic502962d

upstream raw materials:

ethanol

L-methionine

N-tert-butoxycarbonyl-L-methionine

N-Boc-(S)-methionine ethyl ester

Downstream raw materials:

N-phenylsulfanylcarbonyl-L-methionine ethyl ester

(S)-2-amino-1,1-diphenyl-4-(methylthio)-1-butanol

3-(p-fluorophenyl)-N-formyl-L-alanyl-3--L-alanyl-L-methionine ethyl ester

N-t-butoxycarbonyl-L-methionine-L-methionine

Refernces

• 1、 Silva, Weslley G.D.P.,Braga, Carolyne B.,Rittner, Roberto. "Conformational study of L-methionine and L-cysteine derivatives through quantum chemical calculations and 3JHH coupling constant analyses". . p. 925 - 937. Retrieved 2017.
• 2、 Bhimapaka, China Raju,Kasagani, Veera Prasad,Kurma, Siva Hariprasad. "Stereospecific Synthesis of 3,4-Dihydro-2 H-naphtho-1,4-oxazin-2-ones by Unification of Benzoxepine-4-carboxylates with Chiral Amino Acid Ethyl Esters". supporting information. p. 2976 - 2983. Retrieved 2020/03/23.