N-Benzoyl-L-methionine

Base Information

• Chemical Name: N-Benzoyl-L-methionine
• CAS No.: 10290-61-6
• Molecular Formula: C12H15NO3S
• Molecular Weight: 253.322
• Hs Code.: 2930909090
• European Community (EC) Number: 233-646-9
• DSSTox Substance ID: DTXSID80145564
• Nikkaji Number: J231.863F
• Wikidata: Q83010137
• Mol file: 10290-61-6.mol

Synonyms:N-Benzoyl-L-methionine;10290-61-6;Bz-Met-OH;(S)-2-Benzamido-4-(methylthio)butanoic acid;benzoyl-l-methionine;(2S)-2-benzamido-4-methylsulfanylbutanoic acid;EINECS 233-646-9;L-Methionine,N-benzoyl-;N-benzoylmethionine;Bzo-Met-OH;Bz-L-Met-OH;SCHEMBL1158033;DTXSID80145564;MFCD00066057;AKOS010399025;NSC 164655;AS-46796;CS-0321510;N-alpha-BenZoyl-L-methionine (BZ-L-Met-OH);F10531;A896681

Chemical Property of N-Benzoyl-L-methionine

Chemical Property:

• Vapor Pressure: 4.75E-12mmHg at 25°C
• Melting Point: 176-178 °C
• Refractive Index: 1.577
• Boiling Point: 529.7 °C at 760 mmHg
• PKA: 3.66±0.10(Predicted)
• Flash Point: 274.2 °C
• PSA: 91.70000
• Density: 1.237 g/cm³
• LogP: 2.01360
• Storage Temp.: Store at RT.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 253.07726451
• Heavy Atom Count: 17
• Complexity: 265

Purity/Quality:

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

Benzoyl-L-methionine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCCC(C(=O)O)NC(=O)C1=CC=CC=C1
• Isomeric SMILES: CSCC[C@@H](C(=O)O)NC(=O)C1=CC=CC=C1

Technology Process of N-Benzoyl-L-methionine

There total 34 articles about N-Benzoyl-L-methionine 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: 93.0%

4-(2-methylsulfanyl-ethyl)-2-phenyl-4H-oxazol-5-one (51127-20-9,71963-73-0,150072-83-6) → (S)-N-benzoylmethionine (10290-61-6)

Guidance literature:

With Candida antarctica B lipase; water; In acetonitrile; at 37 ℃; for 72h; optical yield given as %ee; Enzymatic reaction;

DOI:10.1039/c2cc31312j

Reference yield: 92.0%

L-methionine (63-68-3,26062-47-5,58576-49-1) + benzoyl chloride (98-88-4) → (S)-N-benzoylmethionine (10290-61-6)

Guidance literature:

With dodecyltrimethylammonium bromide; sodium carbonate; In tetrahydrofuran; Heating;

DOI:10.1081/SCC-100000582

Reference yield: 79.0%

benzoyl chloride (98-88-4) + DL-methionine (59-51-8,26062-47-5,58576-49-1) → N-benzoylmethionine (4703-38-2,10290-61-6,17966-61-9)

Guidance literature:

With sodium hydroxide; In water; at 0 - 22 ℃;

DOI:10.1021/acs.orglett.8b03161

upstream raw materials:

N-benzoyl-DL-methionine ethyl ester

benzoyl chloride

DL-methionine

3-benzoylamino-dihydro-furan-2-one

Downstream raw materials:

D-methionine

L-methionine

(R)-N-benzoylmethionine

N-benzoyl-L-methionine anilide

Refernces

• 1、 Chen, Jian,Zhu, Shaolin. "Nickel-Catalyzed Multicomponent Coupling: Synthesis of α-Chiral Ketones by Reductive Hydrocarbonylation of Alkenes". supporting information. p. 14089 - 14096. Retrieved 2021/09/13.
• 2、 -. "Methionine derivative and application thereof". Paragraph 0057-0066. . Retrieved 2020/12/06.