N-(2-Benzyl-3-((2-amino-4-methylpentyl)dithio)-1-oxopropyl)glycine benzyl ester

Base Information

• Chemical Name: N-(2-Benzyl-3-((2-amino-4-methylpentyl)dithio)-1-oxopropyl)glycine benzyl ester
• CAS No.: 135949-54-1
• Molecular Formula: C25H34 N2 O3 S2
• Molecular Weight: 474.68
• DSSTox Substance ID: DTXSID00929186
• Mol file: 135949-54-1.mol

Synonyms:N-(2-benzyl-3-((2-amino-4-methylpentyl)dithio)-1-oxopropyl)glycine benzyl ester;PC 12 ester;PC-12 ester

Chemical Property of N-(2-Benzyl-3-((2-amino-4-methylpentyl)dithio)-1-oxopropyl)glycine benzyl ester

Chemical Property:

• Vapor Pressure: 2.64E-16mmHg at 25°C
• Boiling Point: 640.6°Cat760mmHg
• PKA: 13.73±0.46(Predicted)
• Flash Point: 341.2°C
• PSA: 135.51000
• Density: 1.167g/cm³
• LogP: 6.00030
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 15
• Exact Mass: 474.20108530
• Heavy Atom Count: 32
• Complexity: 535

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(CSSCC(CC1=CC=CC=C1)C(=O)NCC(=O)OCC2=CC=CC=C2)N

Technology Process of N-(2-Benzyl-3-((2-amino-4-methylpentyl)dithio)-1-oxopropyl)glycine benzyl ester

There total 7 articles about N-(2-Benzyl-3-((2-amino-4-methylpentyl)dithio)-1-oxopropyl)glycine benzyl 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: 73.0%

[2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentyldisulfanylmethyl)-3-phenyl-propionylamino]-acetic acid benzyl ester (135949-87-0) → [2-((S)-2-Amino-4-methyl-pentyldisulfanylmethyl)-3-phenyl-propionylamino]-acetic acid benzyl ester (135949-54-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1021/jm00091a016

Reference yield:

tert-butyl (S)-(1-mercapto-4-methylpentan-2-yl)carbamate (112157-38-7) → [2-((S)-2-Amino-4-methyl-pentyldisulfanylmethyl)-3-phenyl-propionylamino]-acetic acid benzyl ester (135949-54-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / CH₃COOH / ethanol / Ambient temperature

2: 73 percent / ethanol / Ambient temperature

3: 73 percent / CF₃COOH / CH₂Cl₂ / 3 h / 0 - 20 °C

With acetic acid; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1021/jm00091a016

Reference yield:

thioacetic acid S-((S)-2-tert-butoxycarbonylamino-4-methyl-pentyl) ester (112157-31-0) → [2-((S)-2-Amino-4-methyl-pentyldisulfanylmethyl)-3-phenyl-propionylamino]-acetic acid benzyl ester (135949-54-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / 1 M NaOH / ethanol / 3 h / 0 - 20 °C

2: 72 percent / CH₃COOH / ethanol / Ambient temperature

3: 73 percent / ethanol / Ambient temperature

4: 73 percent / CF₃COOH / CH₂Cl₂ / 3 h / 0 - 20 °C

With sodium hydroxide; acetic acid; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1021/jm00091a016

upstream raw materials:

[2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentyldisulfanylmethyl)-3-phenyl-propionylamino]-acetic acid benzyl ester

tert-butyl (S)-(1-mercapto-4-methylpentan-2-yl)carbamate

thioacetic acid S-((S)-2-tert-butoxycarbonylamino-4-methyl-pentyl) ester

[(S)-3-Methyl-1-(pyridin-2-yldisulfanylmethyl)-butyl]-carbamic acid tert-butyl ester