L-N-Methylcysteine hydrochloride

Base Information

• Chemical Name: L-N-Methylcysteine hydrochloride
• CAS No.: 14344-46-8
• Molecular Formula: C4H9NO2S^.HCl
• Molecular Weight: 171.648
• Hs Code.: 2930909090
• Mol file: 14344-46-8.mol

Synonyms:L-N-Methylcysteine hydrochloride;[(1R)-1-carboxy-2-sulfanylethyl]-methylazanium;chloride;[(1R)-1-carboxy-2-sulfanylethyl](methyl)azanium chloride;L-Cysteine, N-methyl-, hydrochloride;L-N-Methylcysteine HCl;Cysteine, N-methyl-, hydrochloride, L-

Chemical Property of L-N-Methylcysteine hydrochloride

Chemical Property:

• Vapor Pressure: 0.011mmHg at 25°C
• Boiling Point: 242.8 °C at 760 mmHg
• Flash Point: 100.7 °C
• PSA: 88.13000
• LogP: 0.78170
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 171.0120774
• Heavy Atom Count: 9
• Complexity: 86.1

Purity/Quality:

97% ^*data from raw suppliers

N-Methyl-L-cysteineHCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[NH2+]C(CS)C(=O)O.[Cl-]
• Isomeric SMILES: C[NH2+][C@@H](CS)C(=O)O.[Cl-]
• Uses: N-Methyl-L-cysteine Hydrochloride is an intermediate used to prepare analogs of pyochelin (P840365), a siderophore of Pseudomonas aeruginosa.

Technology Process of L-N-Methylcysteine hydrochloride

There total 1 articles about L-N-Methylcysteine hydrochloride 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: 66.0%

L-thioproline (34592-47-7,2756-91-4,6070-92-4,60731-25-1) → (R)-N-methylcysteine hydrochloride (14344-46-8,403804-61-5)

Guidance literature:

With ammonium chloride; sodium; In ammonium hydroxide;

DOI:10.1002/chem.200600815

Reference yield: 70.0%

(R)-N-methylcysteine hydrochloride (14344-46-8,403804-61-5) + 2'-(2-hydroxyphenyl)-2'-thiazoline-4'-carboxaldehyde (163526-41-8) → pyochelin (338985-68-5,69772-54-9)

Guidance literature:

With potassium acetate; In ethanol; water; for 24h;

DOI:10.1016/S0040-4020(99)00946-1

Reference yield:

(R)-N-methylcysteine hydrochloride (14344-46-8,403804-61-5) + 2'-(2-hydroxyphenyl)-2'-thiazole-4'-carboxaldehyde (83053-39-8) → (2''S,4''R)-2'-(2-hydroxyphenyl)-3''-methyl-2'',3'',4'',5''-tetrahydro[2'',4']bisthiazolyl-4''-carboxylic acid + (2''R,4''R)-2'-(2-hydroxyphenyl)-3''-methyl-2'',3'',4'',5''-tetrahydro[2'',4']bisthiazolyl-4''-carboxylic acid

Guidance literature:

With potassium acetate; In ethanol; water; for 1h; Title compound not separated from byproducts;

DOI:10.1016/j.tet.2004.10.030

upstream raw materials:

L-thioproline

Downstream raw materials:

Neopyochelin I

Pyochelin II

(4'S,2''R,4''R)-2'-(2-hydroxyphenyl)-3''-methyl-2'',3'',4'',4',5'-hexahydro-[2,4']-bisthiazolyl-4''-carboxylic acid

(4'R,2''R,4''R)-2'-(2-hydroxyphenyl)-3''-methyl-2'',3'',4'',4',5'-hexahydro-[2,4']-bisthiazolyl-4''-carboxylic acid