1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N-p-tolylindole-3-carboxamide

Base Information

Chemical Name:1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N-p-tolylindole-3-carboxamide
CAS No.:866365-64-2
Molecular Formula:C₃₀H₃₂N₂O₁₀
Molecular Weight:580.591
Hs Code.:

Synonyms:1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N-p-tolylindole-3-carboxamide

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Chemical Property of 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N-p-tolylindole-3-carboxamide

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Technology Process of 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N-p-tolylindole-3-carboxamide

There total 4 articles about 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N-p-tolylindole-3-carboxamide 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: 99.0%

: 106-49-0,12221-03-3
p-toluidine

: 866365-63-1
1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole-3-carbonyl chloride

: 866365-64-2
1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N-p-tolylindole-3-carboxamide

Guidance literature:: In toluene; at 20 ℃; for 24h;
DOI:10.1135/cccc20050072

Reference yield:

: 866365-68-6
1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N-p-tolylindole-3-carbothioamide

: 866365-64-2
1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N-p-tolylindole-3-carboxamide

Guidance literature:: With bromine; In chloroform; for 0.25h;
DOI:10.1135/cccc20050072

Reference yield:

: 53838-86-1
(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(3-formyl-1H-indol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 866365-64-2
1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N-p-tolylindole-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / NaClO₂; NaH₂PO₄*2H₂O / 2-methyl-propan-2-ol; various solvent(s); dioxane / 4 h / 20 °C

2: PCl₃ / toluene; acetonitrile / 0.5 h / 50 °C

3: 99 percent / toluene / 24 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; phosphorus trichloride; In 1,4-dioxane; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1135/cccc20050072