2-tert-butyldimethylsilyloxyethyl 2,3,6-trideoxy-3-N-p-nitrobenzenesulfonylamino-α-D-arabino-hexopyranoside

Base Information

Chemical Name:2-tert-butyldimethylsilyloxyethyl 2,3,6-trideoxy-3-N-p-nitrobenzenesulfonylamino-α-D-arabino-hexopyranoside
CAS No.:611210-58-3
Molecular Formula:C₂₀H₃₄N₂O₈SSi
Molecular Weight:490.65
Hs Code.:

Synonyms:2-tert-butyldimethylsilyloxyethyl 2,3,6-trideoxy-3-N-p-nitrobenzenesulfonylamino-α-D-arabino-hexopyranoside

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Chemical Property of 2-tert-butyldimethylsilyloxyethyl 2,3,6-trideoxy-3-N-p-nitrobenzenesulfonylamino-α-D-arabino-hexopyranoside

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Technology Process of 2-tert-butyldimethylsilyloxyethyl 2,3,6-trideoxy-3-N-p-nitrobenzenesulfonylamino-α-D-arabino-hexopyranoside

There total 6 articles about 2-tert-butyldimethylsilyloxyethyl 2,3,6-trideoxy-3-N-p-nitrobenzenesulfonylamino-α-D-arabino-hexopyranoside 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: 72.0%

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 611210-57-2
2-tert-butyldimethylsilyloxyethyl 3-amino-2,3,6-trideoxy-α-D-arabino-hexopyranoside

: 611210-58-3
2-tert-butyldimethylsilyloxyethyl 2,3,6-trideoxy-3-N-p-nitrobenzenesulfonylamino-α-D-arabino-hexopyranoside

Guidance literature:: With potassium carbonate; In dichloromethane; at 25 ℃; for 2h;
DOI:10.1016/S0040-4020(03)00820-2

Reference yield:

: 72075-74-2,72002-52-9
methyl 3-azido-2,3,6-trideoxy-α-D-arabino-hexopyranoside

: 611210-58-3
2-tert-butyldimethylsilyloxyethyl 2,3,6-trideoxy-3-N-p-nitrobenzenesulfonylamino-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / BF₃*OEt₂ / 0.83 h / 0 °C

2: 80 percent / molecular sieves 4 Angstroem; NBS / acetonitrile / 0.25 h / 0 °C

3: 40 percent / imidazole / CH₂Cl₂ / 0.17 h / 0 °C

4: 99 percent / H₂ / Pd/CaCO₃ / ethanol / 16 h / 25 °C

5: 72 percent / K₂CO₃ / CH₂Cl₂ / 2 h / 25 °C

With 1H-imidazole; N-Bromosuccinimide; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; potassium carbonate; Lindlar's catalyst; In ethanol; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4020(03)00820-2

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 611210-58-3
2-tert-butyldimethylsilyloxyethyl 2,3,6-trideoxy-3-N-p-nitrobenzenesulfonylamino-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 40 percent / imidazole / CH₂Cl₂ / 0.17 h / 0 °C

2: 99 percent / H₂ / Pd/CaCO₃ / ethanol / 16 h / 25 °C

3: 72 percent / K₂CO₃ / CH₂Cl₂ / 2 h / 25 °C

With 1H-imidazole; hydrogen; potassium carbonate; Lindlar's catalyst; In ethanol; dichloromethane;
DOI:10.1016/S0040-4020(03)00820-2