N-(2-Methyl-3-sulfanylpropanoyl)-N-phenylglycine

Base Information

• Chemical Name: N-(2-Methyl-3-sulfanylpropanoyl)-N-phenylglycine
• CAS No.: 78774-00-2
• Molecular Formula: C12H15NO3S
• Molecular Weight: 253.322
• ChEMBL ID: CHEMBL26338
• DSSTox Substance ID: DTXSID70596329
• Mol file: 78774-00-2.mol

Synonyms:CHEMBL26338;78774-00-2;N-(2-Methyl-3-sulfanylpropanoyl)-N-phenylglycine;SCHEMBL8165475;DTXSID70596329;BDBM50020800;[(3-Mercapto-2-methyl-propionyl)-phenyl-amino]-acetic acid

Chemical Property of N-(2-Methyl-3-sulfanylpropanoyl)-N-phenylglycine

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 253.07726451
• Heavy Atom Count: 17
• Complexity: 277

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(CS)C(=O)N(CC(=O)O)C1=CC=CC=C1

Technology Process of N-(2-Methyl-3-sulfanylpropanoyl)-N-phenylglycine

There total 7 articles about N-(2-Methyl-3-sulfanylpropanoyl)-N-phenylglycine 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: 91.0%

N-[S-acetyl-2'-methyl-3'-mercaptopropionyl]-D-phenylglycine ethyl ester → N-[2'-methyl-3'-mercaptopropionyl]-D-phenylglycine (78774-00-2)

Guidance literature:

Reference yield: 90.0%

N-(3-acetylthio-2-methylpropanoyl)-N-phenylglycine (93039-86-2) → N-[2'-methyl-3'-mercaptopropionyl]-D-phenylglycine (78774-00-2)

Guidance literature:

With ammonia; In methanol; for 1.5h; Ambient temperature;

DOI:10.1021/jm00379a013

Reference yield:

tert-butyl 2-(phenylamino)acetate (65171-67-7) → N-[2'-methyl-3'-mercaptopropionyl]-D-phenylglycine (78774-00-2)

Guidance literature:

Multi-step reaction with 3 steps

1: DCC / CH₂Cl₂ / 16 h / Ambient temperature

2: 66 percent / TFA / various solvent(s) / 1.5 h / Ambient temperature

3: 90 percent / NH₃ / methanol / 1.5 h / Ambient temperature

With ammonia; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dichloromethane;

DOI:10.1021/jm00379a013

upstream raw materials:

N-(3-acetylthio-2-methylpropanoyl)-N-phenylglycine

tert-butyl 2-(phenylamino)acetate

aniline

N-(3-acetylthio-2-methylpropanoyl)-N-phenylglycine tert-butyl ester