2-azido-3,6-dibenzyl-2-deoxy-4-phenoxyacetyl-α-D-glucopyranosyl-(1->6)-2,3,4,5-tetrabenzyl-1-(4-methoxybenzyl)-myo-inositol

Base Information

• Chemical Name: 2-azido-3,6-dibenzyl-2-deoxy-4-phenoxyacetyl-α-D-glucopyranosyl-(1->6)-2,3,4,5-tetrabenzyl-1-(4-methoxybenzyl)-myo-inositol
• CAS No.: 502689-57-8
• Molecular Formula: C₇₀H₇₁N₃O₁₃
• Molecular Weight: 1162.35
• Mol file: 502689-57-8.mol

Synonyms:2-azido-3,6-dibenzyl-2-deoxy-4-phenoxyacetyl-α-D-glucopyranosyl-(1->6)-2,3,4,5-tetrabenzyl-1-(4-methoxybenzyl)-myo-inositol

Chemical Property of 2-azido-3,6-dibenzyl-2-deoxy-4-phenoxyacetyl-α-D-glucopyranosyl-(1->6)-2,3,4,5-tetrabenzyl-1-(4-methoxybenzyl)-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-azido-3,6-dibenzyl-2-deoxy-4-phenoxyacetyl-α-D-glucopyranosyl-(1->6)-2,3,4,5-tetrabenzyl-1-(4-methoxybenzyl)-myo-inositol

There total 1 articles about 2-azido-3,6-dibenzyl-2-deoxy-4-phenoxyacetyl-α-D-glucopyranosyl-(1->6)-2,3,4,5-tetrabenzyl-1-(4-methoxybenzyl)-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: 83.0%

Phenoxyacetyl chloride (701-99-5) + (2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol (220734-77-0) → 2-azido-3,6-dibenzyl-2-deoxy-4-phenoxyacetyl-α-D-glucopyranosyl-(1->6)-2,3,4,5-tetrabenzyl-1-(4-methoxybenzyl)-myo-inositol (502689-57-8)

Guidance literature:

With pyridine; at 0 - 20 ℃;

DOI:10.1021/jo026380j

Reference yield: 96.0%

2-azido-3,6-dibenzyl-2-deoxy-4-phenoxyacetyl-α-D-glucopyranosyl-(1->6)-2,3,4,5-tetrabenzyl-1-(4-methoxybenzyl)-myo-inositol (502689-57-8) → 2-azido-3,6-dibenzyl-2-deoxy-4-phenoxyacetyl-α-D-glucopyranosyl-(1->6)-2,3,4,5-tetrabenzyl-myo-inositol (502689-58-9)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; toluene; acetonitrile; at 0 - 20 ℃; for 2h;

DOI:10.1021/jo026380j

Reference yield:

2-azido-3,6-dibenzyl-2-deoxy-4-phenoxyacetyl-α-D-glucopyranosyl-(1->6)-2,3,4,5-tetrabenzyl-1-(4-methoxybenzyl)-myo-inositol (502689-57-8) → 2-azido-3,6-dibenzyl-2-deoxy-α-D-glucopyranosyl-(1->6)-1-benzoyl-2,3,4,5-tetrabenzyl-myo-inositol (502689-60-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / cerium(IV) ammonium nitrate / acetonitrile; toluene; H₂O / 2 h / 0 - 20 °C

2: 88 percent / triethylamine / CH₂Cl₂ / 2 h

3: 96 percent / methylamine / ethanol / 0.25 h / 0 °C

With ammonium cerium(IV) nitrate; triethylamine; methylamine; In ethanol; dichloromethane; water; toluene; acetonitrile;

DOI:10.1021/jo026380j

upstream raw materials:

Phenoxyacetyl chloride

(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol

Downstream raw materials:

2-azido-3,6-dibenzyl-2-deoxy-4-phenoxyacetyl-α-D-glucopyranosyl-(1->6)-2,3,4,5-tetrabenzyl-myo-inositol

2-azido-3,6-dibenzyl-2-deoxy-α-D-glucopyranosyl-(1->6)-1-benzoyl-2,3,4,5-tetrabenzyl-myo-inositol

Benzoic acid (1R,2R,3R,4R,5S,6R)-2,3,4,5-tetrakis-benzyloxy-6-((2R,3R,4R,5S,6R)-4-benzyloxy-6-benzyloxymethyl-3-tert-butoxycarbonylamino-5-hydroxy-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

2-azido-3,6-dibenzyl-2-deoxy-4-phenoxyacetyl-α-D-glucopyranosyl-(1->6)-1-benzoyl-2,3,4,5-tetrabenzyl-myo-inositol