3,4,6-tri-O-benzyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-D-glucopyranosyl N-(phenyl)trifluoroacetimidate

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Chemical Name:3,4,6-tri-O-benzyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-D-glucopyranosyl N-(phenyl)trifluoroacetimidate
CAS No.:1203584-67-1
Molecular Formula:C₄₁H₃₈F₃N₃O₉S
Molecular Weight:805.829
Hs Code.:

Synonyms:

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Chemical Property of 3,4,6-tri-O-benzyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-D-glucopyranosyl N-(phenyl)trifluoroacetimidate

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Technology Process of 3,4,6-tri-O-benzyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-D-glucopyranosyl N-(phenyl)trifluoroacetimidate

There total 9 articles about 3,4,6-tri-O-benzyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-D-glucopyranosyl N-(phenyl)trifluoroacetimidate 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:

: C₃₃H₃₄N₂O₉S

: 61881-19-4
2,2,2-trifluoro-N-phenyl-acetimidoyl chloride

: 1203584-67-1
3,4,6-tri-O-benzyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-D-glucopyranosyl N-(phenyl)trifluoroacetimidate

Guidance literature:: With caesium carbonate; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; for 5.5h; Inert atmosphere;
DOI:10.1080/07328300903105108

Reference yield:

: 114297-26-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-{[(4-methoxyphenyl)methylidene]amino}-D-glucopyranose

: 1203584-67-1
3,4,6-tri-O-benzyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-D-glucopyranosyl N-(phenyl)trifluoroacetimidate

Guidance literature:: Multi-step reaction with 8 steps

1: ammonia / tetrahydrofuran; methanol / 1.5 h / 0 °C

2: 1H-imidazole / dichloromethane / 2 h / 20 °C / Inert atmosphere

3: methanol; sodium / dichloromethane / 3 h / 20 °C / Inert atmosphere

4: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 0 °C / Inert atmosphere; Reflux

5: ethanol; acetic acid; toluene-4-sulfonic acid hydrazide / diethyl ether / 3.5 h / 20 °C / Inert atmosphere

6: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

7: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran; water / 19 h / 20 °C / Inert atmosphere

8: caesium carbonate / tetrahydrofuran; dichloromethane / 5.5 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; methanol; ethanol; tetrabutyl ammonium fluoride; ammonia; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; caesium carbonate; acetic acid; triethylamine; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; mineral oil;
DOI:10.1080/07328300903105108

Reference yield:

: 1203584-65-9
tert-butyldiphenylsilyl 3,4,6-tri-O-benzyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-β-D-glucopyranose

: 1203584-67-1
3,4,6-tri-O-benzyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-D-glucopyranosyl N-(phenyl)trifluoroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran; water / 19 h / 20 °C / Inert atmosphere

2: caesium carbonate / tetrahydrofuran; dichloromethane / 5.5 h / 0 - 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; caesium carbonate; acetic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1080/07328300903105108