4β-[(4-((2-methoxy-4-(3-(thiophen-3-yl)acryloyl)phenoxy)-methyl)-1H-1,2,3-triazol-1-yl)]-4-desoxypodophyllotoxin

Base Information

Chemical Name:4β-[(4-((2-methoxy-4-(3-(thiophen-3-yl)acryloyl)phenoxy)-methyl)-1H-1,2,3-triazol-1-yl)]-4-desoxypodophyllotoxin
CAS No.:1422963-39-0
Molecular Formula:C₃₉H₃₅N₃O₁₀S
Molecular Weight:737.787
Hs Code.:

Synonyms:4β-[(4-((2-methoxy-4-(3-(thiophen-3-yl)acryloyl)phenoxy)-methyl)-1H-1,2,3-triazol-1-yl)]-4-desoxypodophyllotoxin

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Chemical Property of 4β-[(4-((2-methoxy-4-(3-(thiophen-3-yl)acryloyl)phenoxy)-methyl)-1H-1,2,3-triazol-1-yl)]-4-desoxypodophyllotoxin

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Technology Process of 4β-[(4-((2-methoxy-4-(3-(thiophen-3-yl)acryloyl)phenoxy)-methyl)-1H-1,2,3-triazol-1-yl)]-4-desoxypodophyllotoxin

There total 3 articles about 4β-[(4-((2-methoxy-4-(3-(thiophen-3-yl)acryloyl)phenoxy)-methyl)-1H-1,2,3-triazol-1-yl)]-4-desoxypodophyllotoxin 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: 66.09%

: 1422963-51-6
C₁₇H₁₄O₃S

: 155325-17-0
4'-O-trimethyl-4-azido-4-desoxypodophyllotoxin

: 1422963-39-0
4β-[(4-((2-methoxy-4-(3-(thiophen-3-yl)acryloyl)phenoxy)-methyl)-1H-1,2,3-triazol-1-yl)]-4-desoxypodophyllotoxin

Guidance literature:: With copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; tetrabutylammomium bromide; In tetrahydrofuran; water; at 60 ℃; for 20h;
DOI:10.1002/ardp.201100438

Reference yield:

: 518-28-5
podofilox

: 1422963-39-0
4β-[(4-((2-methoxy-4-(3-(thiophen-3-yl)acryloyl)phenoxy)-methyl)-1H-1,2,3-triazol-1-yl)]-4-desoxypodophyllotoxin

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid; sodium azide / dichloromethane / 25 °C / Cooling with ice

2: copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; tetrabutylammomium bromide / water; tetrahydrofuran / 20 h / 60 °C

With sodium azide; copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; tetrabutylammomium bromide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/ardp.201100438

Reference yield:

: 498-02-2
1-(3-methoxy-4-hydroxyphenyl)ethanone

: 1422963-39-0
4β-[(4-((2-methoxy-4-(3-(thiophen-3-yl)acryloyl)phenoxy)-methyl)-1H-1,2,3-triazol-1-yl)]-4-desoxypodophyllotoxin

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide / 12 h / 25 °C

2: potassium hydroxide / methanol; water / 24 h / 25 °C

3: copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; tetrabutylammomium bromide / water; tetrahydrofuran / 20 h / 60 °C

With copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; tetrabutylammomium bromide; sodium hydride; potassium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1002/ardp.201100438