2-Propynamide, N-(phenylmethyl)-3-(trimethylsilyl)-

Base Information

• Chemical Name: 2-Propynamide, N-(phenylmethyl)-3-(trimethylsilyl)-
• CAS No.: 89566-52-9
• Molecular Formula: C13H17NOSi
• Molecular Weight: 231.37
• DSSTox Substance ID: DTXSID80439637
• Wikidata: Q82255643
• Mol file: 89566-52-9.mol

Synonyms:2-Propynamide, N-(phenylmethyl)-3-(trimethylsilyl)-;89566-52-9;N-benzyl-3-trimethylsilyl-2-propynamide;DTXSID80439637

Chemical Property of 2-Propynamide, N-(phenylmethyl)-3-(trimethylsilyl)-

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 231.107940700
• Heavy Atom Count: 16
• Complexity: 299

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[Si](C)(C)C#CC(=O)NCC1=CC=CC=C1

Technology Process of 2-Propynamide, N-(phenylmethyl)-3-(trimethylsilyl)-

There total 3 articles about 2-Propynamide, N-(phenylmethyl)-3-(trimethylsilyl)- 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%

3-(trimethylsilyl)propynoyl chloride (66224-70-2) + benzylamine (100-46-9) → N-benzyl-3-(trimethylsilyl)prop-2-ynamide (89566-52-9)

Guidance literature:

With pyridine; In diethyl ether; at -50 ℃; for 1h;

Reference yield: 30.0%

N-(isopropylidene)benzylamine (1197-48-4) + 3-(trimethylsilyl)propynoyl chloride (66224-70-2) → 3-trimethylsilanylpropynoic acid benzylisopropenylamide (1042036-42-9) + N-benzyl-3-(trimethylsilyl)prop-2-ynamide (89566-52-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ol801466f

Reference yield:

chloro-trimethyl-silane (75-77-4) + propynoic acid benzylamide (87605-11-6) → N-benzyl-3-(trimethylsilyl)prop-2-ynamide (89566-52-9)

Guidance literature:

With triethylamine; lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, hexane, -20 deg C, 1 h, 2.) THF, hexane, -20 deg C, 3 h;

upstream raw materials:

chloro-trimethyl-silane

propynoic acid benzylamide

3-(trimethylsilyl)propynoyl chloride

benzylamine

Downstream raw materials:

propynoic acid benzylamide

N-benzyl-3,3-dimethoxypropanamide