1-phenyl-2-(3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethan-1-one

Base Information

• Chemical Name: 1-phenyl-2-(3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethan-1-one
• CAS No.: 85422-88-4
• Molecular Formula: C₄₂H₄₂O₆
• Molecular Weight: 642.792

Synonyms:1-phenyl-2-(3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethan-1-one

Chemical Property of 1-phenyl-2-(3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethan-1-one

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Technology Process of 1-phenyl-2-(3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethan-1-one

There total 10 articles about 1-phenyl-2-(3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethan-1-one 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: 87.0%

1-phenyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethan-1-one (85422-87-3) → 1-phenyl-2-(3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethan-1-one (85422-88-4)

Guidance literature:

With potassium hydroxide; In methanol; for 1h; Ambient temperature; K₂CO₃, 24 h;

Reference yield:

C45H50O8S + acetophenone (98-86-2) → 1-phenyl-2-(3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethan-1-one (85422-88-4)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - 0 ℃; for 2h;

DOI:10.1002/anie.201914221

Reference yield:

3,5-bis(trifluoromethyl)benzenesulfonyl-2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside + acetophenone (98-86-2) → C42H42O6 + 1-phenyl-2-(3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethan-1-one (85422-88-4)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - -30 ℃; for 1h;

DOI:10.1002/anie.201914221

upstream raw materials:

1-styrenyloxytrimethylsilane

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

1-phenyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethan-1-one

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

Downstream raw materials:

2-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)ethanol

α-1-deoxy-1-(C-1'-phenethyl)-2,3,4,6-tetra-O-acetyl-D-glucopyranose

2,3,4,6-O-tetra-acetyl-1-deoxy-1-(2-phenylethyl)-β-D-glucopyranose

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