N-[3-(2-ethynyl-3,4,5-trimethoxy-phenyl)-1-formyl-propyl]-acetamide

Base Information

Chemical Name:N-[3-(2-ethynyl-3,4,5-trimethoxy-phenyl)-1-formyl-propyl]-acetamide
CAS No.:1058131-94-4
Molecular Formula:C₁₇H₂₁NO₅
Molecular Weight:319.357
Hs Code.:

<i>N</i>-[3-(2-ethynyl-3,4,5-trimethoxy-phenyl)-1-formyl-propyl]-acetamide

Synonyms:N-[3-(2-ethynyl-3,4,5-trimethoxy-phenyl)-1-formyl-propyl]-acetamide

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Chemical Property of N-[3-(2-ethynyl-3,4,5-trimethoxy-phenyl)-1-formyl-propyl]-acetamide

Chemical Property:

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Technology Process of N-[3-(2-ethynyl-3,4,5-trimethoxy-phenyl)-1-formyl-propyl]-acetamide

There total 5 articles about N-[3-(2-ethynyl-3,4,5-trimethoxy-phenyl)-1-formyl-propyl]-acetamide 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: 100.0%

: 327025-14-9
(2S)-methyl-[2-acetamido-4-(2-ethynyl-3,4,5-trimethoxyphenyl)]butanoate

: 1058131-94-4
N-[3-(2-ethynyl-3,4,5-trimethoxy-phenyl)-1-formyl-propyl]-acetamide

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 1h;
DOI:10.1016/S0040-4020(00)00862-0

Reference yield:

: 4521-61-3
3,4,5-Trimethoxybenzoyl chloride

: 1058131-94-4
N-[3-(2-ethynyl-3,4,5-trimethoxy-phenyl)-1-formyl-propyl]-acetamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: zinc-copper couple / benzene; N,N-dimethyl-acetamide / 3 h / 20 °C / sonication

1.2: 31 percent / bis(triphenylphosphine)palladium dichloride / benzene; N,N-dimethyl-acetamide / 2 h / sonication

2.1: 91 percent / H₂ / Pd/C / ethanol; H₂O / 22 h / 3102.89 Torr

3.1: 93 percent / NaHCO₃; silver trifluoroacetate; I₂ / CHCl₃ / 2 h / 0 °C

4.1: trifluoroacetic acid / diethyl ether / 3 h / 20 °C

5.1: 454 mg / 4-(dimethylamino)pyridine; Et₃N / diethyl ether / 10 h

6.1: 60 percent / Et₂NH; bis[triphenylphosphine]palladium dichloride; copper(I) iodide / dimethylsulfoxide / 15 h / 90 °C

7.1: 91 percent / potassium carbonate / methanol / 11 h / 20 °C

8.1: 100 percent / DIBAL / CH₂Cl₂; hexane / 1 h / -78 °C

With dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; zinc copper; hydrogen; iodine; silver trifluoroacetate; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; diethylamine; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; diethyl ether; ethanol; hexane; dichloromethane; chloroform; N,N-dimethyl acetamide; water; dimethyl sulfoxide; benzene; 6.1: Sonogashira coupling;
DOI:10.1016/S0040-4020(00)00862-0

Reference yield:

: (S)-2-Amino-4-(2-iodo-3,4,5-trimethoxy-phenyl)-butyric acid methyl ester

: 1058131-94-4
N-[3-(2-ethynyl-3,4,5-trimethoxy-phenyl)-1-formyl-propyl]-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 454 mg / 4-(dimethylamino)pyridine; Et₃N / diethyl ether / 10 h

2: 60 percent / Et₂NH; bis[triphenylphosphine]palladium dichloride; copper(I) iodide / dimethylsulfoxide / 15 h / 90 °C

3: 91 percent / potassium carbonate / methanol / 11 h / 20 °C

4: 100 percent / DIBAL / CH₂Cl₂; hexane / 1 h / -78 °C

With dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisobutylaluminium hydride; potassium carbonate; diethylamine; triethylamine; In methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; 2: Sonogashira coupling;
DOI:10.1016/S0040-4020(00)00862-0