S-[3-(benzylamino)-2-methyl-3-oxopropyl] ethanethioate

Base Information

• Chemical Name: S-[3-(benzylamino)-2-methyl-3-oxopropyl] ethanethioate
• CAS No.: 85980-47-8
• Molecular Formula: C13H17NO2S
• Molecular Weight: 251.3446
• DSSTox Substance ID: DTXSID701006563
• ChEMBL ID: CHEMBL326801
• Mol file: 85980-47-8.mol

Synonyms:BRN 5544890;S-[3-(benzylamino)-2-methyl-3-oxopropyl] ethanethioate;85980-47-8;beta-(Acetylthio)isobutyric acid benzylamide;CHEMBL326801;Ethanethioic acid, S-(2-methyl-3-oxo-3-((phenylmethyl)amino)propyl) ester;CBDivE_001269;MLS000532675;DTXSID701006563;HMS2501F03;BDBM50130713;NCGC00245705-01;LS-65737;SMR000140113;AB00074154-01;Thioacetic acid S-(2-benzylcarbamoyl-propyl) ester;3-(Acetylsulfanyl)-N-benzyl-2-methylpropanimidic acid

Chemical Property of S-[3-(benzylamino)-2-methyl-3-oxopropyl] ethanethioate

Chemical Property:

• Vapor Pressure: 4.32E-08mmHg at 25°C
• Boiling Point: 444.3°Cat760mmHg
• Flash Point: 222.5°C
• Density: 1.131g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 251.09799996
• Heavy Atom Count: 17
• Complexity: 262

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CSC(=O)C)C(=O)NCC1=CC=CC=C1

Technology Process of S-[3-(benzylamino)-2-methyl-3-oxopropyl] ethanethioate

There total 3 articles about S-[3-(benzylamino)-2-methyl-3-oxopropyl] ethanethioate 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: 95.0%

N-benzylmethacrylamide (3219-55-4) + tiolacetic acid (507-09-5) → S-{2-methyl-3-oxo-3-[(phenylmethyl)amino]propyl}ethanethioate (85980-47-8)

Guidance literature:

With triethylamine; In dichloromethane; for 12h; Inert atmosphere; Reflux;

DOI:10.1002/hlca.201200547

Reference yield: 88.0%

3-(Acetylthio)-2-methylpropionyl chloride (64805-64-7) + benzylamine (100-46-9) → S-{2-methyl-3-oxo-3-[(phenylmethyl)amino]propyl}ethanethioate (85980-47-8)

Guidance literature:

In diethyl ether; at 20 ℃;

DOI:10.1007/BF00953097

Reference yield:

benzylamine (100-46-9) → S-{2-methyl-3-oxo-3-[(phenylmethyl)amino]propyl}ethanethioate (85980-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 2 h / 0 - 2 °C

2: triethylamine / dichloromethane / 12 h / Inert atmosphere; Reflux

With triethylamine; In dichloromethane; 2: |Michael Addition;

DOI:10.1002/hlca.201200547

upstream raw materials:

3-(Acetylthio)-2-methylpropionyl chloride

benzylamine

N-benzylmethacrylamide

tiolacetic acid

Downstream raw materials:

2-methyl-3-[(phenylmethyl)amino]propane-1-sulfonic acid