O-(2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myoinositol

Base Information

• Chemical Name: O-(2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myoinositol
• CAS No.: 202812-14-4
• Molecular Formula: C₃₅H₅₅N₃O₁₂
• Molecular Weight: 709.835

Synonyms:O-(2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myoinositol

Chemical Property of O-(2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myoinositol

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of O-(2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myoinositol

There total 3 articles about O-(2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myoinositol 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:

C41H61N3O15 (164070-40-0) → O-(2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myoinositol (202812-14-4)

Guidance literature:

With sodium methylate; In methanol; Yield given;

Reference yield:

2,3:4,5-di-O-cyclohexylidene-(1R)-menthyloxycarbonyl-DL-myo-inositol → O-(2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myoinositol (202812-14-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂; diethyl ether

2: MeONa; MeOH / CH₂Cl₂

With methanol; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; In diethyl ether; dichloromethane;

DOI:10.1002/anie.200502779

Reference yield:

3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl trichloroacetimidate (94715-56-7) → O-(2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myoinositol (202812-14-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂; diethyl ether

2: MeONa; MeOH / CH₂Cl₂

With methanol; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; In diethyl ether; dichloromethane;

DOI:10.1002/anie.200502779

upstream raw materials:

C₄₁H₆₁N₃O₁₅

3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

Downstream raw materials:

C₅₆H₇₃N₃O₁₂

C₄₄H₆₃N₃O₁₃

O-(2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myoinositol

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