4'-O-demethyl-4β-[(4-hydroxymethyl)-1,2,3-triazol-1-yl]-4-desoxypodophyllotoxin 1-(4-nitrophenylpiperazinyl)carbamate

Base Information

Chemical Name:4'-O-demethyl-4β-[(4-hydroxymethyl)-1,2,3-triazol-1-yl]-4-desoxypodophyllotoxin 1-(4-nitrophenylpiperazinyl)carbamate
CAS No.:1443920-20-4
Molecular Formula:C₃₅H₃₄N₆O₁₁
Molecular Weight:714.689
Hs Code.:

Synonyms:4'-O-demethyl-4β-[(4-hydroxymethyl)-1,2,3-triazol-1-yl]-4-desoxypodophyllotoxin 1-(4-nitrophenylpiperazinyl)carbamate

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Chemical Property of 4'-O-demethyl-4β-[(4-hydroxymethyl)-1,2,3-triazol-1-yl]-4-desoxypodophyllotoxin 1-(4-nitrophenylpiperazinyl)carbamate

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Technology Process of 4'-O-demethyl-4β-[(4-hydroxymethyl)-1,2,3-triazol-1-yl]-4-desoxypodophyllotoxin 1-(4-nitrophenylpiperazinyl)carbamate

There total 5 articles about 4'-O-demethyl-4β-[(4-hydroxymethyl)-1,2,3-triazol-1-yl]-4-desoxypodophyllotoxin 1-(4-nitrophenylpiperazinyl)carbamate 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: 54.0%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 1443920-10-2
4'-demethyl-4'-benzyloxycarbonyl-4β-[(4-hydroxy methyl)-1,2,3-triazol-1-yl]-4-desoxypodophyllotoxin p-nitrophenyl carbonate

: 1443920-20-4
4'-O-demethyl-4β-[(4-hydroxymethyl)-1,2,3-triazol-1-yl]-4-desoxypodophyllotoxin 1-(4-nitrophenylpiperazinyl)carbamate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/j.ejmech.2013.03.068

Reference yield:

: 1443920-08-8
4'-O-demethyl-4'-benzyloxycarbonyl-4β-[(4-hydroxy methyl)-1,2,3-triazol-1-yl]-4-desoxypodophyllotoxin

: 1443920-20-4
4'-O-demethyl-4β-[(4-hydroxymethyl)-1,2,3-triazol-1-yl]-4-desoxypodophyllotoxin 1-(4-nitrophenylpiperazinyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 0.75 h / 20 °C / Inert atmosphere

2: triethylamine; dmap / dichloromethane / 20 °C

With pyridine; dmap; triethylamine; In dichloromethane;
DOI:10.1016/j.ejmech.2013.03.068

Reference yield:

: 6559-91-7
4'-demethylepipodophyllotoxin

: 1443920-20-4
4'-O-demethyl-4β-[(4-hydroxymethyl)-1,2,3-triazol-1-yl]-4-desoxypodophyllotoxin 1-(4-nitrophenylpiperazinyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / dichloromethane

2: boron trifluoride diethyl etherate; ammonia

3: copper(ll) sulfate pentahydrate; sodium L-ascorbate / tert-butyl alcohol; water / 10 h / 20 °C

4: pyridine / dichloromethane / 0.75 h / 20 °C / Inert atmosphere

5: triethylamine; dmap / dichloromethane / 20 °C

With pyridine; dmap; copper(ll) sulfate pentahydrate; boron trifluoride diethyl etherate; ammonia; sodium L-ascorbate; triethylamine; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.ejmech.2013.03.068