2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid

Base Information

• Chemical Name: 2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid
• CAS No.: 2544-31-2
• Molecular Formula: C11H15NO3S
• Molecular Weight: 241.311
• Hs Code.: 2930909090
• Mol file: 2544-31-2.mol

Synonyms:Alanine,3-[(p-methoxybenzyl)thio]- (7CI);Alanine, 3-[(p-methoxybenzyl)thio]-, L-(8CI);(R)-2-Amino-3-[(4-methoxybenzyl)sulfanyl]propionic acid;S-(4-Methoxybenzyl)-L-cysteine;S-(p-Methoxybenzyl)-L-cysteine;H-Cys(pMeOBzl)-OH;

Chemical Property of 2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid

Chemical Property:

• Vapor Pressure: 1.01E-07mmHg at 25°C
• Melting Point: 198-199 °C(Solv: water (7732-18-5))
• Refractive Index: 1.59
• Boiling Point: 417.6 °C at 760 mmHg
• PKA: 2.08±0.10(Predicted)
• Flash Point: 206.4 °C
• PSA: 97.85000
• Density: 1.257 g/cm³
• LogP: 2.04060
• Storage Temp.: Store at RT.

Purity/Quality:

95% ^*data from raw suppliers

S-4-Methoxybenzyl-L-cysteine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid

There total 9 articles about 2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid 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: 100.0%

Z(OMe)-Cys(MBzl)-OH (23619-36-5) → S-(4-methoxybenzyl)-L-cysteine (2544-31-2)

Guidance literature:

With methanesulfonic acid; 3-methyl-phenol; In dichloromethane; at 25 ℃; for 0.5h;

DOI:10.1248/cpb.41.954

Reference yield: 81.0%

L-Cysteine (52-90-4) + p-methoxybenzyl chloride (824-94-2) → S-(4-methoxybenzyl)-L-cysteine (2544-31-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; 1.) 0 deg C, 1 h; 2.) RT, 30 min;

DOI:10.1016/0040-4039(94)88305-X

Reference yield: 64.0%

L-Cysteine (52-90-4) + 4-Methoxybenzyl alcohol (105-13-5) → S-(4-methoxybenzyl)-L-cysteine (2544-31-2)

Guidance literature:

4-Methoxybenzyl alcohol; With hydrogenchloride; In diethyl ether; water; for 3h;

L-Cysteine; With sodium hydroxide; In diethyl ether; ethanol; water; at 20 ℃; for 2h;

With hydrogenchloride; In diethyl ether; ethanol; water; at 0 ℃; pH=7;

upstream raw materials:

L-Cysteine

4-methoxybenzyl hydrazinecarboxylate

p-methoxybenzyl chloride

(R)-2-(4-Methoxy-phenyl)-thiazolidine-4-carboxylic acid

Downstream raw materials:

N-(tert-butyloxycarbonyl)-S-(4-methoxybenzyl)cysteine

S-<(4-methoxyphenyl)methyl>-L-cysteine methyl ester hydrochloride

S-p-methoxybenzyl-L-cysteine methyl ester

(R)-2-amino-3-(4-methoxy-benzylsulfanyl)propionic acid ethyl ester hydrochloride

Refernces

• 1、 -. "INDOLE COMPOUNDS AS AN INHIBITOR OF CELLULAR NECROSIS". Page/Page column 20. . Retrieved 2010/08/22.
• 2、 -. "INDOLE COMPOUNDS AS AN INHIBITOR OF CELLULAR NECROSIS". Page/Page column 65. . Retrieved 2009/04/25.