Glycinamide, L-alanyl-N-(2-mercaptoethyl)-, (2-2')-disulfide, bis(trifluoroacetate)

Base Information

• Chemical Name: Glycinamide, L-alanyl-N-(2-mercaptoethyl)-, (2-2')-disulfide, bis(trifluoroacetate)
• CAS No.: 117370-29-3
• Molecular Formula: C18H30F6N6O8S2
• Molecular Weight: 636.5866
• DSSTox Substance ID: DTXSID90151772
• Mol file: 117370-29-3.mol

Synonyms:L-Alanyl-N-(2-mercaptoethyl)glycinamide (2-2')-disulfide bis(trifluoroacetate);Glycinamide, L-alanyl-N-(2-mercaptoethyl)-, (2-2')-disulfide, bis(trifluoroacetate);117370-29-3;DTXSID90151772;LS-72159;(2S)-2-Amino-N-[({2-[(2-{2-[(2S)-2- aminopropanamido]acetamido}ethyl)disulfanyl]ethyl}carbamoyl)methyl]propanamide bis(trifluoroacetic acid)

Chemical Property of Glycinamide, L-alanyl-N-(2-mercaptoethyl)-, (2-2')-disulfide, bis(trifluoroacetate)

Chemical Property:

• Vapor Pressure: 3.23E-28mmHg at 25°C
• Boiling Point: 837°Cat760mmHg
• Flash Point: 460°C
• Density: g/cm³
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 13
• Exact Mass: 636.14707326
• Heavy Atom Count: 40
• Complexity: 522

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)NCC(=O)NCCSSCCNC(=O)CNC(=O)C(C)N)N.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O
• Isomeric SMILES: C[C@@H](C(=O)NCC(=O)NCCSSCCNC(=O)CNC(=O)[C@H](C)N)N.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O

Technology Process of Glycinamide, L-alanyl-N-(2-mercaptoethyl)-, (2-2')-disulfide, bis(trifluoroacetate)

There total 2 articles about Glycinamide, L-alanyl-N-(2-mercaptoethyl)-, (2-2')-disulfide, bis(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: 96.0%

((S)-1-{[(2-{2-[2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-acetylamino]-ethyldisulfanyl}-ethylcarbamoyl)-methyl]-carbamoyl}-ethyl)-carbamic acid tert-butyl ester (117370-23-7) + trifluoroacetic acid (76-05-1) → (S)-2-Amino-N-[(2-{2-[2-((S)-2-amino-propionylamino)-acetylamino]-ethyldisulfanyl}-ethylcarbamoyl)-methyl]-propionamide; compound with trifluoro-acetic acid (117370-29-3)

Guidance literature:

In dichloromethane; Ambient temperature;

DOI:10.1021/jm00122a004

Reference yield:

N-(tert-butyloxycarbonyl)-(S)-alanylglycine (28782-78-7) → (S)-2-Amino-N-[(2-{2-[2-((S)-2-amino-propionylamino)-acetylamino]-ethyldisulfanyl}-ethylcarbamoyl)-methyl]-propionamide; compound with trifluoro-acetic acid (117370-29-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 96 percent / CH₂Cl₂ / Ambient temperature

With N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1021/jm00122a004

upstream raw materials:

((S)-1-{[(2-{2-[2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-acetylamino]-ethyldisulfanyl}-ethylcarbamoyl)-methyl]-carbamoyl}-ethyl)-carbamic acid tert-butyl ester

trifluoroacetic acid

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