1-(2'-acetamido-2'-deoxy-β-D-glucopyranosyl)-4-((E)-3-(4-methoxybenzyloxyamino)-3-oxoprop-1-enyl)-1,2,3-triazole

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Chemical Name:1-(2'-acetamido-2'-deoxy-β-D-glucopyranosyl)-4-((E)-3-(4-methoxybenzyloxyamino)-3-oxoprop-1-enyl)-1,2,3-triazole
CAS No.:1312592-03-2
Molecular Formula:C₂₁H₂₇N₅O₈
Molecular Weight:477.474
Hs Code.:

Synonyms:1-(2'-acetamido-2'-deoxy-β-D-glucopyranosyl)-4-((E)-3-(4-methoxybenzyloxyamino)-3-oxoprop-1-enyl)-1,2,3-triazole

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Chemical Property of 1-(2'-acetamido-2'-deoxy-β-D-glucopyranosyl)-4-((E)-3-(4-methoxybenzyloxyamino)-3-oxoprop-1-enyl)-1,2,3-triazole

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Technology Process of 1-(2'-acetamido-2'-deoxy-β-D-glucopyranosyl)-4-((E)-3-(4-methoxybenzyloxyamino)-3-oxoprop-1-enyl)-1,2,3-triazole

There total 3 articles about 1-(2'-acetamido-2'-deoxy-β-D-glucopyranosyl)-4-((E)-3-(4-methoxybenzyloxyamino)-3-oxoprop-1-enyl)-1,2,3-triazole 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: 94.0%

: 1312592-18-9
1-(2'-acetamido-3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyl)-4-((E)-3-(4-methoxybenzyloxyamino)-3-oxoprop-1-enyl)-1,2,3-triazole

: 1312592-03-2
1-(2'-acetamido-2'-deoxy-β-D-glucopyranosyl)-4-((E)-3-(4-methoxybenzyloxyamino)-3-oxoprop-1-enyl)-1,2,3-triazole

Guidance literature:: 1-(2'-acetamido-3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyl)-4-((E)-3-(4-methoxybenzyloxyamino)-3-oxoprop-1-enyl)-1,2,3-triazole; With sodium methylate; In methanol; for 0.5h; pH=9 - 10;

In methanol;
DOI:10.1016/j.carres.2011.03.026

Reference yield:

: 6205-69-2
2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl azide

: 1312592-03-2
1-(2'-acetamido-2'-deoxy-β-D-glucopyranosyl)-4-((E)-3-(4-methoxybenzyloxyamino)-3-oxoprop-1-enyl)-1,2,3-triazole

Guidance literature:: Multi-step reaction with 2 steps

1.1: copper(II) sulfate; sodium L-ascorbate / water; tert-butyl alcohol / 20 °C

2.1: sodium methylate / methanol / 0.5 h / pH 9 - 10

2.2: Dowex-50 (H⁽¹⁺⁾)

With sodium methylate; copper(II) sulfate; sodium L-ascorbate; In methanol; water; tert-butyl alcohol;
DOI:10.1016/j.carres.2011.03.026

Reference yield:

: 3068-34-6
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester

: 1312592-03-2
1-(2'-acetamido-2'-deoxy-β-D-glucopyranosyl)-4-((E)-3-(4-methoxybenzyloxyamino)-3-oxoprop-1-enyl)-1,2,3-triazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium azide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate / dichloromethane; water / 1 h / 20 °C

2.1: copper(II) sulfate; sodium L-ascorbate / water; tert-butyl alcohol / 20 °C

3.1: sodium methylate / methanol / 0.5 h / pH 9 - 10

3.2: Dowex-50 (H⁽¹⁺⁾)

With sodium azide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; copper(II) sulfate; sodium L-ascorbate; In methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.carres.2011.03.026