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

Base Information

Chemical Name:tert-butyldiphenylsilyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-β-D-glucopyranose
CAS No.:1203584-64-8
Molecular Formula:C₃₄H₄₀N₂O₁₂SSi
Molecular Weight:728.849
Hs Code.:

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

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

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

There total 4 articles about tert-butyldiphenylsilyl 3,4,6-tri-O-acetyl-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: 78.0%

: 1203584-54-6
1-O-tert-butyldiphenylsilyl-3,4,6-tri-O-acetyl-2-deoxy-2-amino-β-D-glucopyranoside

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 1203584-64-8
tert-butyldiphenylsilyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-β-D-glucopyranose

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 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

: 1203584-64-8
tert-butyldiphenylsilyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: hydroxylamine hydrochloride / tetrahydrofuran; water / 0.75 h / 20 °C / Inert atmosphere

4: triethylamine / dichloromethane / 5 h / 20 °C / Inert atmosphere

With 1H-imidazole; hydroxylamine hydrochloride; ammonia; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1080/07328300903105108

Reference yield:

: 1203584-53-5
tert-butyldiphenylsilyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-methoxybenzylideneamino)-β-D-glucopyranose

: 1203584-64-8
tert-butyldiphenylsilyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzenesulfonylamino)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride / tetrahydrofuran; water / 0.75 h / 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 5 h / 20 °C / Inert atmosphere

With hydroxylamine hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1080/07328300903105108