N-tosyllysine methyl ester

Base Information

• Chemical Name: N-tosyllysine methyl ester
• CAS No.: 6072-04-4
• Molecular Formula: C14H22 N2 O4 S
• Molecular Weight: 314.406
• Mol file: 6072-04-4.mol

Synonyms:Lysine,N2-(p-tolylsulfonyl)-, methyl ester (6CI,7CI); Lysine, N2-(p-tolylsulfonyl)-,methyl ester, L- (8CI); N-Tosyl-L-lysine methyl ester; N-Tosyllysine methylester; N-a-Tosyl-L-lysine methyl ester; N-a-p-Tosyl-L-lysine methyl ester;N2-Tosyl-L-lysine methyl ester; Na-Tosyl-L-lysine methyl ester; TLME; Tosyl-L-lysine methyl ester;Tosyllysine methyl ester; a-N-Toluene-p-sulfonyl-L-lysine methyl ester; a-Tosyl-L-lysine methyl ester

Chemical Property of N-tosyllysine methyl ester

Chemical Property:

• Vapor Pressure: 9.62E-09mmHg at 25°C
• Boiling Point: 462.8°C at 760 mmHg
• Flash Point: 233.7°C
• PSA: 106.87000
• Density: 1.195g/cm³
• LogP: 3.11590

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-tosyllysine methyl ester

There total 8 articles about N-tosyllysine methyl ester 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: 96.0%

(S)-methyl 6-(((benzyloxy)carbonyl)amino)-2-(4-methylphenylsulfonamido)hexanoate (47675-78-5) → (S)-methyl 6-amino-2-(4-methylphenylsulfonamido)hexanoate (6072-04-4)

Guidance literature:

With palladium on carbon; hydrogen; In methanol; at 20 ℃; for 20h; under 760.051 Torr;

DOI:10.1002/adsc.202000663

Reference yield:

N-tosyl-N'-benzyloxycarbonyl-L-lysine (34235-82-0) → (S)-methyl 6-amino-2-(4-methylphenylsulfonamido)hexanoate (6072-04-4)

Guidance literature:

Multi-step reaction with 2 steps

2: palladium/charcoal; aqueous HCl; methanol / Hydrogenation

With hydrogenchloride; methanol; palladium on activated charcoal;

DOI:10.1021/jo01094a039

Reference yield:

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → (S)-methyl 6-amino-2-(4-methylphenylsulfonamido)hexanoate (6072-04-4)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride

2: dichloromethane / 5 h / Cooling

3: hydrogen; platinum on activated charcoal / methanol / 24 h / 25 °C

With hydrogenchloride; platinum on activated charcoal; hydrogen; In methanol; dichloromethane;

DOI:10.2174/1570180812666150611190608

upstream raw materials:

(S)-methyl 6-(((benzyloxy)carbonyl)amino)-2-(4-methylphenylsulfonamido)hexanoate

methanol

N²-(toluene-4-sulfonyl)-L-lysine

N-tosyl-N'-benzyloxycarbonyl-L-lysine

Downstream raw materials:

(S)-methyl 5-cyano-2-(4-methylphenylsulfonamido)pentanoate

Refernces

• 1、 Wang, Qiang,Shi, Qiao,Huang, Lu. "Novel aminopeptidase N inhibitors with improved antitumor activities". . p. 98 - 106. Retrieved 2015/11/17.