(2R)-2-ammonio-4-(methylsulfanyl)butanoate

Base Information

• Chemical Name: (2R)-2-ammonio-4-(methylsulfanyl)butanoate
• CAS No.: 348-67-4
• Molecular Formula: C5H11NO2S
• Molecular Weight: 149.214
• Hs Code.: 29304090
• Mol file: 348-67-4.mol

Synonyms:D-methionine zwitterion;CHEBI:57932;(2R)-2-ammonio-4-(methylthio)butanoate;(2R)-2-ammonio-4-(methylsulfanyl)butanoate;(2R)-2-azaniumyl-4-methylsulfanyl-butanoate;(2R)-2-azaniumyl-4-(methylsulfanyl)butanoate;A832349

Chemical Property of (2R)-2-ammonio-4-(methylsulfanyl)butanoate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.00017mmHg at 25°C
• Melting Point: 273-275 °C
• Refractive Index: 1.53
• Boiling Point: 306.9 °C at 760 mmHg
• PKA: 2.23±0.10(Predicted)
• Flash Point: 139.4 °C
• PSA: 88.62000
• Density: 1.206 g/cm³
• LogP: 0.85170
• Storage Temp.: 0-6°C
• Solubility.: 53 g/L (20°C)
• Water Solubility.: 53 g/L (20 ºC)
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 149.05104977
• Heavy Atom Count: 9
• Complexity: 91.4

Purity/Quality:

99% ^*data from raw suppliers

D-Methionine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 33-36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCCC(C(=O)[O-])[NH3+]
• Isomeric SMILES: CSCC[C@H](C(=O)[O-])[NH3+]
• Uses: D-Methionine is used to rescue noise-induced hearing loss. It is used to improve the nutritive value of animal feed.

Technology Process of (2R)-2-ammonio-4-(methylsulfanyl)butanoate

There total 43 articles about (2R)-2-ammonio-4-(methylsulfanyl)butanoate 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: 97.0%

2-(R,S)-4-(methylsulfanyl)butyramide hydrochloride (52811-68-4) → D-methionine (348-67-4,26062-47-5,58576-49-1)

Guidance literature:

Escherichia coli JM₁₀₉; pCl₃₈DP; In various solvent(s); at 30 ℃; for 10h;

Reference yield: 88.0%

C30H33N3NiO3S → D-methionine (348-67-4,26062-47-5,58576-49-1)

Guidance literature:

C₃₀H₃₃N₃NiO₃S; With hydrogenchloride; In methanol; at 70 ℃;

In water;

DOI:10.1039/c3ob40541a

Reference yield:

DL-methionine (59-51-8,26062-47-5,58576-49-1) → D-methionine (348-67-4,26062-47-5,58576-49-1) + L-methionine (63-68-3,26062-47-5,58576-49-1)

Guidance literature:

DOI:10.1021/ja00535a059

upstream raw materials:

(R)-methionine amide

DL-methionine

D-methionine methyl ester

D-methionine isopropyl ester

Downstream raw materials:

D-methionine methyl ester

methyl D-methioninate hydrochloride

N-[(2,4,5-trichloro-phenoxy)-acetyl]-D-methionine

dimethylselenide

Refernces

• 1、 Lee, Jae Hwan,Ryoo, Jae Jeong. "Ultrasound-Controlled Chiral Separation of Four Amino Acids and 2,2,2-Trifluoro-1-(9-anthryl)ethanol". . p. 146 - 149. Retrieved 2019/02/07.
• 2、 Wu, Peng,Wu, Yuping,Zhang, Junhui,Lu, Zhenyu,Zhang, Mei,Chen, Xuexian,Yuan, Liming. "Chromatographic Resolution of α-Amino Acids by (R)-(3,3'-Halogen Substituted-1,1'-binaphthyl)-20-crown-6 Stationary Phase in HPLC". . p. 1037 - 1042. Retrieved 2017/07/25.