6-Benzo[1,3]dioxol-5-ylethynyl-N-(2-benzyloxy-ethyl)-2,3-dimethoxy-benzamide

Base Information

Chemical Name:6-Benzo[1,3]dioxol-5-ylethynyl-N-(2-benzyloxy-ethyl)-2,3-dimethoxy-benzamide
CAS No.:171779-80-9
Molecular Formula:C₂₇H₂₅NO₆
Molecular Weight:459.499
Hs Code.:

Synonyms:6-Benzo[1,3]dioxol-5-ylethynyl-N-(2-benzyloxy-ethyl)-2,3-dimethoxy-benzamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 6-Benzo[1,3]dioxol-5-ylethynyl-N-(2-benzyloxy-ethyl)-2,3-dimethoxy-benzamide

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Technology Process of 6-Benzo[1,3]dioxol-5-ylethynyl-N-(2-benzyloxy-ethyl)-2,3-dimethoxy-benzamide

There total 4 articles about 6-Benzo[1,3]dioxol-5-ylethynyl-N-(2-benzyloxy-ethyl)-2,3-dimethoxy-benzamide 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: 85.0%

: 5876-51-7
5-iodo-1,3-benzodioxole

: 171779-76-3
N-(2-Benzyloxy-ethyl)-2,3-dimethoxy-6-trimethylsilanylethynyl-benzamide

: 171779-80-9
6-Benzo[1,3]dioxol-5-ylethynyl-N-(2-benzyloxy-ethyl)-2,3-dimethoxy-benzamide

Guidance literature:: With palladium diacetate; tetrabutyl-ammonium chloride; triethylamine; triphenylphosphine; silver carbonate; In tetrahydrofuran; for 3h; Ambient temperature;
DOI:10.1248/cpb.43.1604

Reference yield:

: 82735-27-1
6,7-dimethoxy-3-trichloromethyl-phthalide

: 171779-80-9
6-Benzo[1,3]dioxol-5-ylethynyl-N-(2-benzyloxy-ethyl)-2,3-dimethoxy-benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / Zn, CH₃COOH / tetrahydrofuran / 2 h / 60 °C

2: 77 percent / DEPC, Et₃N / CH₂Cl₂ / 5 h / Ambient temperature

3: 92 percent / CH₂Cl₂ / 10 h / 0 - 60 °C

4: 1.) n-BuLi / 1.) Et₂O, -10 deg C, 1 h, 2.) Et₂O, from -50 deg C to RT, 1 h

5: 97 percent / TMSCl, NaI / acetonitrile / 12 h / 0 - 20 °C

6: 85 percent / Ag₂CO₃, Pd(OAc)2, PPh₃, Et₃N, Bu₄NCl / tetrahydrofuran / 3 h / Ambient temperature

With palladium diacetate; n-butyllithium; chloro-trimethyl-silane; tetrabutyl-ammonium chloride; acetic acid; triethylamine; triphenylphosphine; diethyl dicarbonate; silver carbonate; sodium iodide; zinc; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1248/cpb.43.1604

Reference yield:

: 171779-77-4
2-(2,2-dichlorovinyl)-5,6-dimethoxybenzoic acid

: 171779-80-9
6-Benzo[1,3]dioxol-5-ylethynyl-N-(2-benzyloxy-ethyl)-2,3-dimethoxy-benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / DEPC, Et₃N / CH₂Cl₂ / 5 h / Ambient temperature

2: 92 percent / CH₂Cl₂ / 10 h / 0 - 60 °C

3: 1.) n-BuLi / 1.) Et₂O, -10 deg C, 1 h, 2.) Et₂O, from -50 deg C to RT, 1 h

4: 97 percent / TMSCl, NaI / acetonitrile / 12 h / 0 - 20 °C

5: 85 percent / Ag₂CO₃, Pd(OAc)2, PPh₃, Et₃N, Bu₄NCl / tetrahydrofuran / 3 h / Ambient temperature

With palladium diacetate; n-butyllithium; chloro-trimethyl-silane; tetrabutyl-ammonium chloride; triethylamine; triphenylphosphine; diethyl dicarbonate; silver carbonate; sodium iodide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1248/cpb.43.1604