(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

• Chemical Name: (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS No.: 151864-95-8
• Molecular Formula: C₂₀H₃₁N₃O₁₂
• Molecular Weight: 505.479
• Mol file: 151864-95-8.mol

Synonyms:(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate

Chemical Property of (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 1 articles about (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate 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: 70.0%

2-[2-(2-azidoethoxy)ethoxy]ethanol (86520-52-7) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate (151864-95-8)

Guidance literature:

With mercury(II) cyanide; In acetonitrile; for 16h;

Reference yield: 98.0%

N,N’-bis-propargyl-1,6,7,12-tetra-(4-propargyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic diimide (1418130-91-2) + (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate (151864-95-8) → N,N’-bis-{1-[1-(β-D-glucopyranosyloxy)-3,6-dioxaoct-8-yl]-1,2,3-triazol-4-ylmethyl}-1,6,7,12-tetra-(4-{1-[1-(β-D-glucopyranosyloxy)-3,6-dioxaoct-8-yl]-1,2,3-triazol-4-ylmethyloxy}phenoxy)perylene-3,4,9,10-tetracarboxylic diimide

Guidance literature:

N,N’-bis-propargyl-1,6,7,12-tetra-(4-propargyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic diimide; (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate; With copper(l) iodide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 0.25h; Microwave irradiation; Heating;

With sodium methylate; In methanol; at 20 ℃; for 16h;

DOI:10.1039/c7ob02749d

Reference yield: 87.0%

1,1-di-[4-(2-propyn-1-yloxy)phenyl]-2,2-di-phenyl-ethylene + (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate (151864-95-8) → 1,1-di-(4-{1-[1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-3,6-dioxaoct-8-yl]-1,2,3-triazol-4-ylmethoxy}phenyl)-2,2-di-phenyl-ethylene

Guidance literature:

With copper(l) iodide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 100 ℃; for 0.5h;

DOI:10.1039/c9ob01937e

upstream raw materials:

2-[2-(2-azidoethoxy)ethoxy]ethanol

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