(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

Base Information

• Chemical Name: (2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol
• CAS No.: 143994-68-7
• Molecular Formula: C₉₅H₉₈O₁₆
• Molecular Weight: 1495.81
• Mol file: 143994-68-7.mol

Synonyms:(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

Chemical Property of (2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

There total 5 articles about (2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol 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: 86.0%

(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-(1->6)-1-O-allyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol → (2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol (143994-68-7)

Guidance literature:

(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-(1->6)-1-O-allyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol; With (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen; In tetrahydrofuran;

With acetyl chloride; In methanol; dichloromethane;

DOI:10.1021/jm2008419

Reference yield: 83.0%

Acetic acid (1S,2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-2,6-bis-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester → (2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol (143994-68-7)

Guidance literature:

With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 14h;

DOI:10.1016/S0040-4020(00)00156-3

Reference yield: 80.0%

1,3,4,5-tetrakis(trimethylsilyl)-2,6-di-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol (1134635-14-5) + benzaldehyde (100-52-7) → (2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol (143994-68-7)

Guidance literature:

1,3,4,5-tetrakis(trimethylsilyl)-2,6-di-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol; In dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

benzaldehyde; With triethylsilane; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 - -10 ℃;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; water; at -10 - 0 ℃; regioselective reaction;

DOI:10.1002/chem.200802189

upstream raw materials:

1,3,4,5-tetrakis(trimethylsilyl)-2,6-di-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol

benzaldehyde

Downstream raw materials:

3,4,5-tri-O-benzyl-2,6-di-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-1-O-(1,2-di-O-hexadecanoyl-sn-glycero-3-O-benzylphosphono)-D-myo-inositol

3,4,5-tri-O-benzyl-2,6-di-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-1-O-(1-O-hexadecanoyl-2-O-hexadecyl-sn-glycero-3-carbonyloxy)-D-myo-inositol