Glycine, N-[(benzoylthio)acetyl]glycyl-

Base Information

• Chemical Name: Glycine, N-[(benzoylthio)acetyl]glycyl-
• CAS No.: 144616-07-9
• Molecular Formula: C13H14N2O5S
• Molecular Weight: 310.331
• UNII: 3GVE8K7F7D
• DSSTox Substance ID: DTXSID40434300
• Nikkaji Number: J1.229.764E
• Wikidata: Q82248667
• Mol file: 144616-07-9.mol

Synonyms:Glycine, N-[(benzoylthio)acetyl]glycyl-;144616-07-9;2-[[2-[(2-benzoylsulfanylacetyl)amino]acetyl]amino]acetic Acid;3GVE8K7F7D;DTXSID40434300;2-(Benzoylthio)acetyl-Gly-Gly-OH;S-benzoyl mercaptoacetylglycylglycine;N-[(Benzoylthio)acetyl]glycylglycine;N-[2-(Benzoylthio)acetyl]glycylglycine;BETIATIDE IMPURITY D [EP IMPURITY];Glycine, N-[2-(benzoylthio)acetyl]glycyl-;Glycine, N-[N-[(benzoylthio)acetyl]glycyl]-

Chemical Property of Glycine, N-[(benzoylthio)acetyl]glycyl-

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 310.06234272
• Heavy Atom Count: 21
• Complexity: 407

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)SCC(=O)NCC(=O)NCC(=O)O

Technology Process of Glycine, N-[(benzoylthio)acetyl]glycyl-

There total 2 articles about Glycine, N-[(benzoylthio)acetyl]glycyl- 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: 93.0%

glycylglycine (556-50-3) + succinimidyl-S-benzoylthioglycolate (90236-37-6) → N-[(benzoylthio)acetyl]glycylglycine (144616-07-9)

Guidance literature:

In water; acetonitrile; at 90 ℃; for 1h;

DOI:10.1021/jm021026z

Reference yield:

S-benzoylthioglycolic acid (6398-74-9) → N-[(benzoylthio)acetyl]glycylglycine (144616-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / DCC / dimethylformamide; acetonitrile / 14 h / 0 °C

2: 93 percent / acetonitrile; H₂O / 1 h / 90 °C

With dicyclohexyl-carbodiimide; In water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm021026z

Reference yield: 84.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + N-[(benzoylthio)acetyl]glycylglycine (144616-07-9) → S-benzoyl-mercaptoacetyldiglycine N-hydroxysuccinimide ester (158322-44-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 17h;

DOI:10.1002/jlcr.1468

upstream raw materials:

glycylglycine

succinimidyl-S-benzoylthioglycolate

S-benzoylthioglycolic acid

Downstream raw materials:

S-benzoyl-mercaptoacetyldiglycine N-hydroxysuccinimide ester