4-((1-(1,2,3-trihydroxy-4-(hydroxymethyl)-tetrahydro-2H-pyran-2-yl)-1H-1,2,3-triazol-4-yl)methoxy)phthalonitrile

Base Information

• Chemical Name: 4-((1-(1,2,3-trihydroxy-4-(hydroxymethyl)-tetrahydro-2H-pyran-2-yl)-1H-1,2,3-triazol-4-yl)methoxy)phthalonitrile
• CAS No.: 1393921-59-9
• Molecular Formula: C₂₅H₂₅N₅O₁₀
• Molecular Weight: 555.501

Synonyms:4-((1-(1,2,3-trihydroxy-4-(hydroxymethyl)-tetrahydro-2H-pyran-2-yl)-1H-1,2,3-triazol-4-yl)methoxy)phthalonitrile

Chemical Property of 4-((1-(1,2,3-trihydroxy-4-(hydroxymethyl)-tetrahydro-2H-pyran-2-yl)-1H-1,2,3-triazol-4-yl)methoxy)phthalonitrile

Chemical Property:

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Technology Process of 4-((1-(1,2,3-trihydroxy-4-(hydroxymethyl)-tetrahydro-2H-pyran-2-yl)-1H-1,2,3-triazol-4-yl)methoxy)phthalonitrile

There total 4 articles about 4-((1-(1,2,3-trihydroxy-4-(hydroxymethyl)-tetrahydro-2H-pyran-2-yl)-1H-1,2,3-triazol-4-yl)methoxy)phthalonitrile 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: 60.0%

4-(prop-2-yn-1-yloxy)phthalonitrile (1190088-71-1) + 1-azido-1-deoxy-β-D-glucopyranoside tetraacetate (13992-25-1) → 4-((1-(1,2,3-trihydroxy-4-(hydroxymethyl)-tetrahydro-2H-pyran-2-yl)-1H-1,2,3-triazol-4-yl)methoxy)phthalonitrile (1393921-59-9)

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; In methanol; dichloromethane; at 20 ℃; for 48h;

DOI:10.1142/S1088424611004361

Reference yield:

β-D-glucose pentaacetate (604-69-3) → 4-((1-(1,2,3-trihydroxy-4-(hydroxymethyl)-tetrahydro-2H-pyran-2-yl)-1H-1,2,3-triazol-4-yl)methoxy)phthalonitrile (1393921-59-9)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen bromide / dichloromethane; acetic acid / 7 h / 0 °C

2: sodium azide; N-benzyl-N,N,N-triethylammonium chloride / chloroform; water / 70 °C

3: copper(II) sulfate; sodium L-ascorbate / methanol; dichloromethane / 48 h / 20 °C

With sodium azide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen bromide; copper(II) sulfate; sodium L-ascorbate; In methanol; dichloromethane; chloroform; water; acetic acid;

DOI:10.1142/S1088424611004361

Reference yield:

4-chloro-phthalonitrile (17654-68-1) → 4-((1-(1,2,3-trihydroxy-4-(hydroxymethyl)-tetrahydro-2H-pyran-2-yl)-1H-1,2,3-triazol-4-yl)methoxy)phthalonitrile (1393921-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 60 °C

2: copper(II) sulfate; sodium L-ascorbate / methanol; dichloromethane / 48 h / 20 °C

With potassium carbonate; copper(II) sulfate; sodium L-ascorbate; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1142/S1088424611004361

upstream raw materials:

4-(prop-2-yn-1-yloxy)phthalonitrile

1-azido-1-deoxy-β-D-glucopyranoside tetraacetate

4-chloro-phthalonitrile

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

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