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

Base Information

Chemical Name:tert-butyldiphenylsilyl 3,4,6-tri-O-benzyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-β-D-glucopyranose
CAS No.:1203584-65-9
Molecular Formula:C₄₉H₅₂N₂O₉SSi
Molecular Weight:873.111
Hs Code.:

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

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Chemical Property of tert-butyldiphenylsilyl 3,4,6-tri-O-benzyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-β-D-glucopyranose

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Technology Process of tert-butyldiphenylsilyl 3,4,6-tri-O-benzyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-β-D-glucopyranose

There total 7 articles about tert-butyldiphenylsilyl 3,4,6-tri-O-benzyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-β-D-glucopyranose 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: 90.0%

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: tert-butyldiphenylsilyl 2-amino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranose

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

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; 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

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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 1203584-55-7
tert-butyldiphenylsilyl 3,4,6-tri-O-benzyl-2-deoxy-2-(4-methoxybenzylideneamino)-β-D-glucopyranose

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With ethanol; acetic acid; triethylamine; toluene-4-sulfonic acid hydrazide; In diethyl ether; dichloromethane;
DOI:10.1080/07328300903105108