N-(2-(Acetylthio)ethyl)-L-alanylglycinamide mono(trifluoroacetate)

Base Information

• Chemical Name: N-(2-(Acetylthio)ethyl)-L-alanylglycinamide mono(trifluoroacetate)
• CAS No.: 117370-20-4
• Molecular Formula: C11H18F3N3O5S
• Molecular Weight: 361.3379
• DSSTox Substance ID: DTXSID60151769
• Mol file: 117370-20-4.mol

Synonyms:N-(2-(Acetylthio)ethyl)-L-alanylglycinamide mono(trifluoroacetate);Glycinamide, N-(2-(acetylthio)ethyl)-L-alanyl-, mono(trifluoroacetate);117370-20-4;DTXSID60151769;LS-72158

Chemical Property of N-(2-(Acetylthio)ethyl)-L-alanylglycinamide mono(trifluoroacetate)

Chemical Property:

• Vapor Pressure: 3.33E-07mmHg at 25°C
• Boiling Point: 418.2°C at 760 mmHg
• Flash Point: 206.7°C
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 361.09192634
• Heavy Atom Count: 23
• Complexity: 354

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)NC(=O)CNCCSC(=O)C)N.C(=O)(C(F)(F)F)O
• Isomeric SMILES: C[C@@H](C(=O)NC(=O)CNCCSC(=O)C)N.C(=O)(C(F)(F)F)O

Technology Process of N-(2-(Acetylthio)ethyl)-L-alanylglycinamide mono(trifluoroacetate)

There total 2 articles about N-(2-(Acetylthio)ethyl)-L-alanylglycinamide mono(trifluoroacetate) 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: 80.0%

Thioacetic acid S-{2-[2-((S)-2-tert-butoxycarbonylamino-propionylamino)-acetylamino]-ethyl} ester (117370-16-8) + trifluoroacetic acid (76-05-1) → Thioacetic acid S-{2-[2-((S)-2-amino-propionylamino)-acetylamino]-ethyl} ester; compound with trifluoro-acetic acid (117370-20-4)

Guidance literature:

In dichloromethane; Ambient temperature;

DOI:10.1021/jm00122a004

Reference yield:

N-(tert-butyloxycarbonyl)-(S)-alanylglycine (28782-78-7) → Thioacetic acid S-{2-[2-((S)-2-amino-propionylamino)-acetylamino]-ethyl} ester; compound with trifluoro-acetic acid (117370-20-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) DCC, 2) NEt₃ / 1) DMF, 0 deg C, 2) DMF a) 0 deg C, 2 h, b) 20 deg C, 10 h

2: 80 percent / CH₂Cl₂ / Ambient temperature

With triethylamine; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1021/jm00122a004

upstream raw materials:

Thioacetic acid S-{2-[2-((S)-2-tert-butoxycarbonylamino-propionylamino)-acetylamino]-ethyl} ester

trifluoroacetic acid

N-(tert-butyloxycarbonyl)-(S)-alanylglycine

Refernces