4β-{4-[1-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyloxy)-3,6,9,12,15,18-hexaoxanonadec-19-yl]-1,2,3-triazol-1-yl}-4-deoxy-4'-demethylpodophyllotoxin

Base Information

Chemical Name:4β-{4-[1-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyloxy)-3,6,9,12,15,18-hexaoxanonadec-19-yl]-1,2,3-triazol-1-yl}-4-deoxy-4'-demethylpodophyllotoxin
CAS No.:1558049-63-0
Molecular Formula:C₅₀H₆₅N₃O₂₃
Molecular Weight:1076.07
Hs Code.:

Synonyms:4β-{4-[1-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyloxy)-3,6,9,12,15,18-hexaoxanonadec-19-yl]-1,2,3-triazol-1-yl}-4-deoxy-4'-demethylpodophyllotoxin

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Chemical Property of 4β-{4-[1-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyloxy)-3,6,9,12,15,18-hexaoxanonadec-19-yl]-1,2,3-triazol-1-yl}-4-deoxy-4'-demethylpodophyllotoxin

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Technology Process of 4β-{4-[1-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyloxy)-3,6,9,12,15,18-hexaoxanonadec-19-yl]-1,2,3-triazol-1-yl}-4-deoxy-4'-demethylpodophyllotoxin

There total 3 articles about 4β-{4-[1-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyloxy)-3,6,9,12,15,18-hexaoxanonadec-19-yl]-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: 90.0%

: 1558049-43-6
3,6,9,12,15,18-hexaoxaheneicos-20-yn-1-yl-per-O-butyryl-α-D-glucopyranoside

: 117604-05-4
4β-azido-4-deoxy-4′-demethylepipodophyllotoxin

: 1558049-63-0
4β-{4-[1-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyloxy)-3,6,9,12,15,18-hexaoxanonadec-19-yl]-1,2,3-triazol-1-yl}-4-deoxy-4'-demethylpodophyllotoxin

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:

: 2615-15-8
pentaethylene glycol

: 1558049-63-0
4β-{4-[1-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyloxy)-3,6,9,12,15,18-hexaoxanonadec-19-yl]-1,2,3-triazol-1-yl}-4-deoxy-4'-demethylpodophyllotoxin

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride / tetrahydrofuran / Reflux

2: H₂SO₄-silica / 2.5 h / 65 °C

3: pyridine / 0 - 20 °C

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

With pyridine; copper diacetate; sodium hydride; ascorbic acid sodium salt; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.3390/molecules181113992

Reference yield:

: 2280-44-6
D-Glucose

: 1558049-63-0
4β-{4-[1-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyloxy)-3,6,9,12,15,18-hexaoxanonadec-19-yl]-1,2,3-triazol-1-yl}-4-deoxy-4'-demethylpodophyllotoxin

Guidance literature:: Multi-step reaction with 3 steps

1: H₂SO₄-silica / 2.5 h / 65 °C

2: pyridine / 0 - 20 °C

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

With pyridine; copper diacetate; ascorbic acid sodium salt; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.3390/molecules181113992