12,13-dihydro-2,10-dibenzyloxy-13-(β-D-2,3,4,6-tetra-O-benzylglucopyranosyl)-5H-indolo[2,3-a]carbazole-5,6-dicarboxylic acid anhydride

Base Information

Chemical Name:12,13-dihydro-2,10-dibenzyloxy-13-(β-D-2,3,4,6-tetra-O-benzylglucopyranosyl)-5H-indolo[2,3-a]carbazole-5,6-dicarboxylic acid anhydride
CAS No.:357401-10-6
Molecular Formula:C₆₈H₅₆N₂O₁₀
Molecular Weight:1061.2
Hs Code.:

Synonyms:12,13-dihydro-2,10-dibenzyloxy-13-(β-D-2,3,4,6-tetra-O-benzylglucopyranosyl)-5H-indolo[2,3-a]carbazole-5,6-dicarboxylic acid anhydride

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Chemical Property of 12,13-dihydro-2,10-dibenzyloxy-13-(β-D-2,3,4,6-tetra-O-benzylglucopyranosyl)-5H-indolo[2,3-a]carbazole-5,6-dicarboxylic acid anhydride

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Technology Process of 12,13-dihydro-2,10-dibenzyloxy-13-(β-D-2,3,4,6-tetra-O-benzylglucopyranosyl)-5H-indolo[2,3-a]carbazole-5,6-dicarboxylic acid anhydride

There total 2 articles about 12,13-dihydro-2,10-dibenzyloxy-13-(β-D-2,3,4,6-tetra-O-benzylglucopyranosyl)-5H-indolo[2,3-a]carbazole-5,6-dicarboxylic acid anhydride 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: 92.0%

: 174402-48-3
12,13-dihydro-2,10-dibenzyloxy-13-(β-D-2,3,4,6-tetra-O-benzylglucopyranosyl)-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-6-methyl-5,7(6H)-dione

: 357401-10-6
12,13-dihydro-2,10-dibenzyloxy-13-(β-D-2,3,4,6-tetra-O-benzylglucopyranosyl)-5H-indolo[2,3-a]carbazole-5,6-dicarboxylic acid anhydride

Guidance literature:: 12,13-dihydro-2,10-dibenzyloxy-13-(β-D-2,3,4,6-tetra-O-benzylglucopyranosyl)-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-6-methyl-5,7(6H)-dione; With potassium hydroxide; water; In toluene; at 20 ℃; for 0.5h;

In ethanol; toluene; at 20 ℃; Product distribution / selectivity;

Reference yield:

: 4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose

: 357401-10-6
12,13-dihydro-2,10-dibenzyloxy-13-(β-D-2,3,4,6-tetra-O-benzylglucopyranosyl)-5H-indolo[2,3-a]carbazole-5,6-dicarboxylic acid anhydride

Guidance literature:: Multi-step reaction with 3 steps

1.1: SOCl₂ / dimethylformamide / 2 h / 5 - 25 °C

2.1: 16.2 kg / MTBE; aq. KOH; Aliqat 336 / 3 h / 20 °C

3.1: aq. KOH / toluene; ethanol / 16 h / 20 - 30 °C

3.2: 82 percent / aq. citric acid; aq. KOH / toluene; ethanol / pH 7.5 - 8.0

With potassium hydroxide; thionyl chloride; tert-butyl methyl ether; Aliquat 336; In ethanol; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)00895-X