10-[4-O-(methyl-2,3,4-tri-O-acetyl-β-D-glucopyranuronate)-3-nitrobenzyloxy]-5,6-dihydro-4H-benzo[de]quinoline-camptothecin

Base Information

Chemical Name:10-[4-O-(methyl-2,3,4-tri-O-acetyl-β-D-glucopyranuronate)-3-nitrobenzyloxy]-5,6-dihydro-4H-benzo[de]quinoline-camptothecin
CAS No.:1310012-58-8
Molecular Formula:C₄₃H₄₁N₃O₁₇
Molecular Weight:871.808
Hs Code.:

Synonyms:10-[4-O-(methyl-2,3,4-tri-O-acetyl-β-D-glucopyranuronate)-3-nitrobenzyloxy]-5,6-dihydro-4H-benzo[de]quinoline-camptothecin

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Chemical Property of 10-[4-O-(methyl-2,3,4-tri-O-acetyl-β-D-glucopyranuronate)-3-nitrobenzyloxy]-5,6-dihydro-4H-benzo[de]quinoline-camptothecin

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Technology Process of 10-[4-O-(methyl-2,3,4-tri-O-acetyl-β-D-glucopyranuronate)-3-nitrobenzyloxy]-5,6-dihydro-4H-benzo[de]quinoline-camptothecin

There total 6 articles about 10-[4-O-(methyl-2,3,4-tri-O-acetyl-β-D-glucopyranuronate)-3-nitrobenzyloxy]-5,6-dihydro-4H-benzo[de]quinoline-camptothecin 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: 15.0%

: 1018932-83-6
methyl 1-O-(4-methanesulfonyloxymethyl-2-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranuronate

: DU 6174

: 1310012-58-8
10-[4-O-(methyl-2,3,4-tri-O-acetyl-β-D-glucopyranuronate)-3-nitrobenzyloxy]-5,6-dihydro-4H-benzo[de]quinoline-camptothecin

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

Reference yield:

: 148579-93-5
(2S,3R,4S,5S,6S)-2-(4-formyl-2-nitrophenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1310012-58-8
10-[4-O-(methyl-2,3,4-tri-O-acetyl-β-D-glucopyranuronate)-3-nitrobenzyloxy]-5,6-dihydro-4H-benzo[de]quinoline-camptothecin

Guidance literature:: Multi-step reaction with 3 steps

1: silica gel; sodium tetrahydroborate / isopropyl alcohol; chloroform / 1 h / 0 °C

2: triethylamine / dichloromethane / 1 h / 0 °C

3: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

With sodium tetrahydroborate; silica gel; caesium carbonate; triethylamine; In dichloromethane; chloroform; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

: 21085-72-3
1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

: 1310012-58-8
10-[4-O-(methyl-2,3,4-tri-O-acetyl-β-D-glucopyranuronate)-3-nitrobenzyloxy]-5,6-dihydro-4H-benzo[de]quinoline-camptothecin

Guidance literature:: Multi-step reaction with 4 steps

1: silver(l) oxide / acetonitrile / 4 h / 20 °C

2: silica gel; sodium tetrahydroborate / isopropyl alcohol; chloroform / 1 h / 0 °C

3: triethylamine / dichloromethane / 1 h / 0 °C

4: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

With sodium tetrahydroborate; silica gel; caesium carbonate; triethylamine; silver(l) oxide; In dichloromethane; chloroform; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;