4β-[4-(α-D-glucopyranosyloxymethyl)-1,2,3-triazol-1-yl]-4-deoxy-4'-demethylpodophyllotoxin

Base Information

• Chemical Name: 4β-[4-(α-D-glucopyranosyloxymethyl)-1,2,3-triazol-1-yl]-4-deoxy-4'-demethylpodophyllotoxin
• CAS No.: 1020538-11-7
• Molecular Formula: C₃₀H₃₃N₃O₁₃
• Molecular Weight: 643.604
• Mol file: 1020538-11-7.mol

Synonyms:4β-[4-(α-D-glucopyranosyloxymethyl)-1,2,3-triazol-1-yl]-4-deoxy-4'-demethylpodophyllotoxin

Chemical Property of 4β-[4-(α-D-glucopyranosyloxymethyl)-1,2,3-triazol-1-yl]-4-deoxy-4'-demethylpodophyllotoxin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4β-[4-(α-D-glucopyranosyloxymethyl)-1,2,3-triazol-1-yl]-4-deoxy-4'-demethylpodophyllotoxin

There total 2 articles about 4β-[4-(α-D-glucopyranosyloxymethyl)-1,2,3-triazol-1-yl]-4-deoxy-4'-demethylpodophyllotoxin 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: 97.0%

propargyl β-D-glucopyranoside (34272-03-2,151168-59-1,151168-60-4) + 4β-azido-4-deoxy-4′-demethylepipodophyllotoxin (117604-05-4) → 4β-[4-(α-D-glucopyranosyloxymethyl)-1,2,3-triazol-1-yl]-4-deoxy-4'-demethylpodophyllotoxin (1020538-11-7)

Guidance literature:

With copper diacetate; ascorbic acid sodium salt; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; for 31h;

DOI:10.3390/molecules181113992

Reference yield:

D-Glucose (2280-44-6) → 4β-[4-(α-D-glucopyranosyloxymethyl)-1,2,3-triazol-1-yl]-4-deoxy-4'-demethylpodophyllotoxin (1020538-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄-silica / 2.5 h / 65 °C

2: copper diacetate; ascorbic acid sodium salt / water; tert-butyl alcohol; tetrahydrofuran / 31 h / 20 °C

With copper diacetate; ascorbic acid sodium salt; In tetrahydrofuran; water; tert-butyl alcohol;

DOI:10.3390/molecules181113992

upstream raw materials:

propargyl β-D-glucopyranoside

4β-azido-4-deoxy-4′-demethylepipodophyllotoxin

D-Glucose