4β-[2-(2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxyphenyl)-1-propenyl]phenoxy)acetamido]-4-deoxypodophyllotoxin

Base Information

Chemical Name:4β-[2-(2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxyphenyl)-1-propenyl]phenoxy)acetamido]-4-deoxypodophyllotoxin
CAS No.:1357099-12-7
Molecular Formula:C₄₃H₄₃NO₁₄
Molecular Weight:797.813
Hs Code.:

Synonyms:4β-[2-(2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxyphenyl)-1-propenyl]phenoxy)acetamido]-4-deoxypodophyllotoxin

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Chemical Property of 4β-[2-(2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxyphenyl)-1-propenyl]phenoxy)acetamido]-4-deoxypodophyllotoxin

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Technology Process of 4β-[2-(2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxyphenyl)-1-propenyl]phenoxy)acetamido]-4-deoxypodophyllotoxin

There total 5 articles about 4β-[2-(2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxyphenyl)-1-propenyl]phenoxy)acetamido]-4-deoxypodophyllotoxin 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: 70.0%

: 1357099-42-3
(E)-2-(2-methoxy-5-(3-oxo-3-(3,4,5-trimethoxyphenyl)prop-1-en-1-yl)phenoxy)acetic acid

: 155252-35-0
4β-amino-4-deoxypodophyllotoxin

: 1357099-12-7
4β-[2-(2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxyphenyl)-1-propenyl]phenoxy)acetamido]-4-deoxypodophyllotoxin

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/j.ejmech.2011.11.024

Reference yield:

: 621-59-0
isovanillin

: 1357099-12-7
4β-[2-(2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxyphenyl)-1-propenyl]phenoxy)acetamido]-4-deoxypodophyllotoxin

Guidance literature:: Multi-step reaction with 4 steps

1: potassium hydroxide / ethanol; water / 6 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 14 h / 20 °C

3: lithium hydroxide monohydrate / tetrahydrofuran; water / 12 h / 20 °C

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 24 h / 20 °C

With lithium hydroxide monohydrate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1: Claisen-Schmidt condensation;
DOI:10.1016/j.ejmech.2011.11.024

Reference yield:

: 1357099-35-4
(E)-ethyl-2-(2-methoxy-5-(3-oxo-3-(3,4,5-trimethoxyphenyl)prop-1-en-1-yl)phenoxy)acetate

: 1357099-12-7
4β-[2-(2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxyphenyl)-1-propenyl]phenoxy)acetamido]-4-deoxypodophyllotoxin

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hydroxide monohydrate / tetrahydrofuran; water / 12 h / 20 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 24 h / 20 °C

With lithium hydroxide monohydrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.ejmech.2011.11.024