(S)-N-(1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl)acrylamide

Base Information

• Chemical Name: (S)-N-(1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl)acrylamide
• CAS No.: 1358017-45-4
• Molecular Formula: C₁₅H₁₆N₂O₂
• Molecular Weight: 256.304
• Mol file: 1358017-45-4.mol

Synonyms:(S)-N-(1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl)acrylamide

Chemical Property of (S)-N-(1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl)acrylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-(1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl)acrylamide

There total 4 articles about (S)-N-(1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl)acrylamide 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: 50.0%

(S)-2-amino-3-phenyl-N-(prop-2-ynyl)propanamide (875478-11-8) + acryloyl chloride (814-68-6,25189-84-8) → (S)-N-(1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl)acrylamide (1358017-45-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.3762/bjoc.12.277

Reference yield: 47.0%

N-(acryloyl)-L-phenylalanine (16069-16-2) + Propargylamine (2450-71-7) → (S)-N-(1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl)acrylamide (1358017-45-4)

Guidance literature:

With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/ma3002164

Reference yield:

(S)-tert-butyl (1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl)carbamate (461638-99-3) → (S)-N-(1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl)acrylamide (1358017-45-4)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 5 h / 20 °C

2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.3762/bjoc.12.277

upstream raw materials:

N-(acryloyl)-L-phenylalanine

Propargylamine

(S)-tert-butyl (1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl)carbamate

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

L-mono(6-phenylalanine-acrylamido-6-deoxy)-β-cyclodextrin