(2R,3R,4R,5R,6R)-2-Allyloxy-6-hydroxymethyl-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3,4-diol

Base Information

• Chemical Name: (2R,3R,4R,5R,6R)-2-Allyloxy-6-hydroxymethyl-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3,4-diol
• CAS No.: 539851-08-6
• Molecular Formula: C₄₃H₅₀O₁₁
• Molecular Weight: 742.863
• Mol file: 539851-08-6.mol

Synonyms:(2R,3R,4R,5R,6R)-2-Allyloxy-6-hydroxymethyl-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3,4-diol

Chemical Property of (2R,3R,4R,5R,6R)-2-Allyloxy-6-hydroxymethyl-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3,4-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4R,5R,6R)-2-Allyloxy-6-hydroxymethyl-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3,4-diol

There total 1 articles about (2R,3R,4R,5R,6R)-2-Allyloxy-6-hydroxymethyl-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3,4-diol 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:

C118H89F102N3O17 → (2R,3R,4R,5R,6R)-2-Allyloxy-6-hydroxymethyl-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3,4-diol (539851-08-6)

Guidance literature:

With sodium methylate; In methanol; diethyl ether; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(03)00091-1

Reference yield: 95.0%

acetic anhydride (108-24-7) + (2R,3R,4R,5R,6R)-2-Allyloxy-6-hydroxymethyl-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3,4-diol (539851-08-6) → Acetic acid (2R,3R,4S,5S,6R)-3-acetoxy-6-acetoxymethyl-2-allyloxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:

In pyridine; at 20 ℃; for 12h;

DOI:10.1016/S0040-4039(03)00091-1

Reference yield:

(2R,3R,4R,5R,6R)-2-Allyloxy-6-hydroxymethyl-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3,4-diol (539851-08-6) → [(2R,3R,4R,5R,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-acetaldehyde

Guidance literature:

(2R,3R,4R,5R,6R)-2-Allyloxy-6-hydroxymethyl-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3,4-diol; With ozone; In methanol; at -78 ℃; for 30h;

With dimethylsulfide; In methanol; at -78 - 20 ℃;

DOI:10.1016/j.tet.2005.05.001