3-deoxy-3-(N-4-nitrobenzenesulfonylamino)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Base Information

Chemical Name:3-deoxy-3-(N-4-nitrobenzenesulfonylamino)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
CAS No.:1380778-56-2
Molecular Formula:C₁₈H₂₄N₂O₉S
Molecular Weight:444.463
Hs Code.:

Synonyms:3-deoxy-3-(N-4-nitrobenzenesulfonylamino)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

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Chemical Property of 3-deoxy-3-(N-4-nitrobenzenesulfonylamino)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

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Technology Process of 3-deoxy-3-(N-4-nitrobenzenesulfonylamino)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

There total 1 articles about 3-deoxy-3-(N-4-nitrobenzenesulfonylamino)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 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: 92.0%

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 16848-19-4,24384-84-7,71165-01-0,71187-80-9,73881-34-2,91067-83-3
3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 1380778-56-2
3-deoxy-3-(N-4-nitrobenzenesulfonylamino)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jo3004327

Reference yield: 84.0%

: 1380778-56-2
3-deoxy-3-(N-4-nitrobenzenesulfonylamino)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 74-88-4
methyl iodide

: 1380778-59-5
3-deoxy-3-(N-4-nitrobenzenesulfonyl-N-methylamino)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Guidance literature:: 3-deoxy-3-(N-4-nitrobenzenesulfonylamino)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.25h;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 6h;
DOI:10.1021/jo3004327

Reference yield:

: 1380778-56-2
3-deoxy-3-(N-4-nitrobenzenesulfonylamino)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 1380778-61-9
(3aR,5R,6S,6aR)-5-ethynyl-6-(N-4-nitrobenzenesulfonyl-N-methylamino)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C

1.2: 6 h / 0 - 20 °C

2.1: acetic acid / water / 25 °C

3.1: sodium periodate / methanol; water / 0.75 h / 0 °C

4.1: potassium carbonate / methanol / 12 h / 20 °C

With sodium periodate; sodium hydride; potassium carbonate; acetic acid; In methanol; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo3004327