(2R,3R,4S,5S,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,5S,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS No.: 153252-68-7
• Molecular Formula: C₂₀H₃₁N₃O₁₂
• Molecular Weight: 505.479
• Mol file: 153252-68-7.mol

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

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

There total 5 articles about (2R,3R,4S,5S,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: 72.0%

2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate (121238-27-5) + 2-[2-(2-azidoethoxy)ethoxy]ethanol (86520-52-7) → (2R,3R,4S,5S,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate (153252-68-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; Molecular sieve; Inert atmosphere;

DOI:10.1039/b910976e

Reference yield: 60.0%

2-[2-(2-azidoethoxy)ethoxy]ethanol (86520-52-7) + per-O-acetyl-α-D-mannopyranose (4163-65-9) → (2R,3R,4S,5S,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate (153252-68-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 24h;

DOI:10.1039/c1ob05040k

Reference yield: 50.0%

2-[2-(2-azidoethoxy)ethoxy]ethanol (86520-52-7) + acetobromomannose (13242-53-0) → (2R,3R,4S,5S,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate (153252-68-7)

Guidance literature:

With 4 A molecular sieve; mercury(II) cyanide; mercury dibromide; In acetonitrile; at 20 ℃; for 5h;

DOI:10.1039/b507237a

upstream raw materials:

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

acetobromomannose

2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

per-O-acetyl-α-D-mannopyranose

Downstream raw materials:

C₁₉H₂₄F₄N₄O₉