1-[4-(diphenylphosphinomethyl)-1,2,3-triazol-1-yl]-1,2-dideoxy-2-amino-4,6-O-benzylidene-β-D-glucopyranose

Base Information

Chemical Name:1-[4-(diphenylphosphinomethyl)-1,2,3-triazol-1-yl]-1,2-dideoxy-2-amino-4,6-O-benzylidene-β-D-glucopyranose
CAS No.:1354639-07-8
Molecular Formula:C₂₈H₂₉N₄O₄P
Molecular Weight:516.536
Hs Code.:

Synonyms:1-[4-(diphenylphosphinomethyl)-1,2,3-triazol-1-yl]-1,2-dideoxy-2-amino-4,6-O-benzylidene-β-D-glucopyranose

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Chemical Property of 1-[4-(diphenylphosphinomethyl)-1,2,3-triazol-1-yl]-1,2-dideoxy-2-amino-4,6-O-benzylidene-β-D-glucopyranose

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Technology Process of 1-[4-(diphenylphosphinomethyl)-1,2,3-triazol-1-yl]-1,2-dideoxy-2-amino-4,6-O-benzylidene-β-D-glucopyranose

There total 9 articles about 1-[4-(diphenylphosphinomethyl)-1,2,3-triazol-1-yl]-1,2-dideoxy-2-amino-4,6-O-benzylidene-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: 55.0%

: 1-[4-(diphenylphosphinomethyl)-1,2,3-triazol-1-yl]-1,2-dideoxy-2-amino-4,6-O-benzylidene-β-D-glucopyranose-borane

: 1354639-07-8
1-[4-(diphenylphosphinomethyl)-1,2,3-triazol-1-yl]-1,2-dideoxy-2-amino-4,6-O-benzylidene-β-D-glucopyranose

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; toluene; Inert atmosphere;
DOI:10.1016/j.tetlet.2011.11.043

Reference yield:

: 1354639-05-6
1-azido-4,6-O-benzylidene-1,2-dideoxy-2-(tetrachlorophthalimido)-β-D-glucopyranose

: 1354639-07-8
1-[4-(diphenylphosphinomethyl)-1,2,3-triazol-1-yl]-1,2-dideoxy-2-amino-4,6-O-benzylidene-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: ethylenediamine / Inert atmosphere; Microwave irradiation

2: copper(II) sulfate; sodium L-ascorbate / tetrahydrofuran; dichloromethane; water / Inert atmosphere

3: 1,4-diaza-bicyclo[2.2.2]octane / dichloromethane; toluene / Inert atmosphere

With 1,4-diaza-bicyclo[2.2.2]octane; copper(II) sulfate; sodium L-ascorbate; ethylenediamine; In tetrahydrofuran; dichloromethane; water; toluene; 2: Huisgen cycloaddition;
DOI:10.1016/j.tetlet.2011.11.043

Reference yield:

: 1354639-04-5
1-azido-1,2-dideoxy-2-(tetrachlorophthalimido)-β-D-glucopyranose

: 1354639-07-8
1-[4-(diphenylphosphinomethyl)-1,2,3-triazol-1-yl]-1,2-dideoxy-2-amino-4,6-O-benzylidene-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: camphor-10-sulfonic acid / acetonitrile / 2 h / Inert atmosphere; Reflux

2: ethylenediamine / Inert atmosphere; Microwave irradiation

3: copper(II) sulfate; sodium L-ascorbate / tetrahydrofuran; dichloromethane; water / Inert atmosphere

4: 1,4-diaza-bicyclo[2.2.2]octane / dichloromethane; toluene / Inert atmosphere

With 1,4-diaza-bicyclo[2.2.2]octane; camphor-10-sulfonic acid; copper(II) sulfate; sodium L-ascorbate; ethylenediamine; In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile; 3: Huisgen cycloaddition;
DOI:10.1016/j.tetlet.2011.11.043