Benzoyl-dl-methionine

Base Information

• Chemical Name: Benzoyl-dl-methionine
• CAS No.: 4703-38-2
• Molecular Formula: C₁₂H₁₅NO₃S
• Molecular Weight: 253.322
• NSC Number: 522616,164655
• DSSTox Substance ID: DTXSID00304217
• ChEMBL ID: CHEMBL1720508
• Mol file: 4703-38-2.mol

Synonyms:Benzoyl-dl-methionine;4703-38-2;N-Benzoyl-dl-methionine;2-Benzamido-4-(methylthio)butanoic acid;Benzoylmethionine;2-benzamido-4-methylsulfanylbutanoic acid;99855-84-2;4-(methylsulfanyl)-2-(phenylformamido)butanoic acid;NSC164655;Bz-DL-Met-OH;Methionine,N-benzoyl-;starbld0046703;N-ben-zoyl-dl-methionine;N-Benzoyl-S-methylcysteine;N-(phenylcarbonyl)methionine;MLS000775497;SCHEMBL1158031;CHEMBL1720508;N-Benzoyl(methyl)homocysteine #;DTXSID00304217;HMS2641P14;MFCD00026044;NSC522616;STK068332;AKOS000264181;AKOS016040266;8L-313S;HY-W128408;NSC-164655;NSC-522616;NCGC00246077-01;SMR000370386;B0300;CS-0186556;EU-0068704;FT-0635403;FT-0636672;EN300-06104;F10895;AB00586002-06;A872220;SR-01000404360;SR-01000404360-1;Z56928568

Chemical Property of Benzoyl-dl-methionine

Chemical Property:

• Appearance/Colour: white to light grey-beige crystalline powder
• Vapor Pressure: 4.75E-12mmHg at 25°C
• Melting Point: 152 °C
• Refractive Index: 1.6280 (estimate)
• Boiling Point: 529.7 °C at 760 mmHg
• Flash Point: 274.2 °C
• PSA: 91.70000
• Density: 1.237 g/cm³
• LogP: 2.01360
• Storage Temp.: −20°C
• 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-DL-methionine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCCC(C(=O)O)NC(=O)C1=CC=CC=C1

Technology Process of Benzoyl-dl-methionine

There total 19 articles about Benzoyl-dl-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: 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

Reference yield:

N-benzoylmethionine (4703-38-2,10290-61-6,17966-61-9) → L-methionine (63-68-3,26062-47-5,58576-49-1) + (R)-N-benzoylmethionine (4703-38-2,10290-61-6,17966-61-9)

Guidance literature:

With soil bacteria;

Reference yield:

N-benzoylmethionine (4703-38-2,10290-61-6,17966-61-9) → L-methionine (63-68-3,26062-47-5,58576-49-1) + (R)-N-benzoylmethionine (4703-38-2,10290-61-6,17966-61-9) + (S)-N-benzoylmethionine (10290-61-6)

Guidance literature:

With D-glucose; corn steep liquor; fungus Beauveria bassiana ATCC 7159; In ethanol; water; for 72h; Title compound not separated from byproducts; Enzymatic reaction;

DOI:10.1007/s007060070095

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、 He, Shunlong,Gu, Huanchao,He, Yu-Peng,Yang, Xiaoyu. "Asymmetric Aza-Diels-Alder Reactions of in Situ Generated β,β-Disubstituted α,β-Unsaturated N-H Ketimines Catalyzed by Chiral Phosphoric Acids". supporting information. p. 5633 - 5639. Retrieved 2020/07/14.
• 2、 Xie, Lihua,Dong, Shunxi,Zhang, Qian,Feng, Xiaoming,Liu, Xiaohua. "Asymmetric construction of dihydrobenzofuran-2,5-dione derivatives via desymmetrization of p-quinols with azlactones". supporting information. p. 87 - 90. Retrieved 2019/01/03.