N-(4-methoxyphenyl)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole-3-carbothioamide

Base Information

Chemical Name:N-(4-methoxyphenyl)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole-3-carbothioamide
CAS No.:866365-69-7
Molecular Formula:C₃₀H₃₂N₂O₁₀S
Molecular Weight:612.657
Hs Code.:

Synonyms:N-(4-methoxyphenyl)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole-3-carbothioamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-(4-methoxyphenyl)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole-3-carbothioamide

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Technology Process of N-(4-methoxyphenyl)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole-3-carbothioamide

There total 4 articles about N-(4-methoxyphenyl)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole-3-carbothioamide 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: 94.0%

: 866365-65-3
N-(4-methoxyphenyl)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole-3-carboxamide

: 866365-69-7
N-(4-methoxyphenyl)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole-3-carbothioamide

Guidance literature:: With Lawessons reagent; In toluene; for 0.5h; Heating;
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

: 866365-69-7
N-(4-methoxyphenyl)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole-3-carbothioamide

Guidance literature:: Multi-step reaction with 4 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: 85 percent / toluene / 24 h / 20 °C

4: 94 percent / Lawesson reagent / toluene / 0.5 h / Heating

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

Reference yield:

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

: 866365-69-7
N-(4-methoxyphenyl)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole-3-carbothioamide

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / toluene / 24 h / 20 °C

2: 94 percent / Lawesson reagent / toluene / 0.5 h / Heating

With Lawessons reagent; In toluene;
DOI:10.1135/cccc20050072