4'-demethyl-1-O-[4,6-O-(4-azido-5-iodo-2-methoxybenzylidene)-β-D-glucopyranosyl]epipodophyllotoxin

Base Information

Chemical Name:4'-demethyl-1-O-[4,6-O-(4-azido-5-iodo-2-methoxybenzylidene)-β-D-glucopyranosyl]epipodophyllotoxin
CAS No.:367927-11-5
Molecular Formula:C₃₅H₃₄IN₃O₁₄
Molecular Weight:847.571
Hs Code.:

Synonyms:4'-demethyl-1-O-[4,6-O-(4-azido-5-iodo-2-methoxybenzylidene)-β-D-glucopyranosyl]epipodophyllotoxin

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Chemical Property of 4'-demethyl-1-O-[4,6-O-(4-azido-5-iodo-2-methoxybenzylidene)-β-D-glucopyranosyl]epipodophyllotoxin

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Technology Process of 4'-demethyl-1-O-[4,6-O-(4-azido-5-iodo-2-methoxybenzylidene)-β-D-glucopyranosyl]epipodophyllotoxin

There total 7 articles about 4'-demethyl-1-O-[4,6-O-(4-azido-5-iodo-2-methoxybenzylidene)-β-D-glucopyranosyl]epipodophyllotoxin 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: 35.0%

: 23363-35-1
4-demethylepipodophyllotoxin-7'-O-β-D-glucopyranoside

: 367927-08-0
4-azido-2-methoxy-5-iodobenzaldehyde

: 367927-11-5
4'-demethyl-1-O-[4,6-O-(4-azido-5-iodo-2-methoxybenzylidene)-β-D-glucopyranosyl]epipodophyllotoxin

Guidance literature:: With toluene-4-sulfonic acid; In nitromethane; at 20 ℃; for 48h;
DOI:10.1016/S0968-0896(01)00102-X

Reference yield:

: 66761-27-1
4-carboxy-3-hydroxyphenyl azide

: 367927-11-5
4'-demethyl-1-O-[4,6-O-(4-azido-5-iodo-2-methoxybenzylidene)-β-D-glucopyranosyl]epipodophyllotoxin

Guidance literature:: Multi-step reaction with 6 steps

1: H₂SO₄ / Heating

2: NaI; chloramine-T / dimethylformamide

3: 99 percent / K₂CO₃ / acetone / 5 h / Heating

4: DIBALH / tetrahydrofuran / 3.5 h / -40 °C

5: 74 percent / CrO₃; 10 percent H₂SO₄ / diethyl ether / 0.25 h

6: 35 percent / p-TsOH*H₂O / nitromethane / 48 h / 20 °C

With chromium(VI) oxide; sulfuric acid; chloroamine-T; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; sodium iodide; In tetrahydrofuran; diethyl ether; nitromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0968-0896(01)00102-X

Reference yield:

: 99282-18-5
methyl 4-azido-2-hydroxy-5-iodobenzoate

: 367927-11-5
4'-demethyl-1-O-[4,6-O-(4-azido-5-iodo-2-methoxybenzylidene)-β-D-glucopyranosyl]epipodophyllotoxin

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / K₂CO₃ / acetone / 5 h / Heating

2: DIBALH / tetrahydrofuran / 3.5 h / -40 °C

3: 74 percent / CrO₃; 10 percent H₂SO₄ / diethyl ether / 0.25 h

4: 35 percent / p-TsOH*H₂O / nitromethane / 48 h / 20 °C

With chromium(VI) oxide; sulfuric acid; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; nitromethane; acetone;
DOI:10.1016/S0968-0896(01)00102-X