1,1-anhydro-1-C-<2-(hydroxymethyl)phenyl>-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose

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Chemical Name:1,1-anhydro-1-C-<2-(hydroxymethyl)phenyl>-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose
CAS No.:132814-52-9
Molecular Formula:C₄₁H₄₀O₆
Molecular Weight:628.765
Hs Code.:

Synonyms:1,1-anhydro-1-C-<2-(hydroxymethyl)phenyl>-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose

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Chemical Property of 1,1-anhydro-1-C-<2-(hydroxymethyl)phenyl>-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose

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Technology Process of 1,1-anhydro-1-C-<2-(hydroxymethyl)phenyl>-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose

There total 3 articles about 1,1-anhydro-1-C-<2-(hydroxymethyl)phenyl>-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose 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: 62.0%

: 132814-51-8
(2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-(2-trityloxymethyl-phenyl)-tetrahydro-pyran-2-ol

: 132814-52-9
1,1-anhydro-1-C-<2-(hydroxymethyl)phenyl>-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In acetonitrile; at -40 ℃; for 0.25h;
DOI:10.1021/jo00022a014

Reference yield:

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 132814-52-9
1,1-anhydro-1-C-<2-(hydroxymethyl)phenyl>-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 470 mg / 2.) aq. NH₄Cl / toluene / 1.) -78 deg C, 15 min, toluene, 2.) r. t., 30 min

2: 62 percent / BF₃*Et₂O, Et₃SiH / acetonitrile / 0.25 h / -40 °C

With triethylsilane; boron trifluoride diethyl etherate; ammonium chloride; In toluene; acetonitrile;
DOI:10.1021/jo00022a014

Reference yield:

: 132814-50-7
C₂₆H₂₁LiO

: 132814-52-9
1,1-anhydro-1-C-<2-(hydroxymethyl)phenyl>-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 470 mg / 2.) aq. NH₄Cl / toluene / 1.) -78 deg C, 15 min, toluene, 2.) r. t., 30 min

2: 62 percent / BF₃*Et₂O, Et₃SiH / acetonitrile / 0.25 h / -40 °C

With triethylsilane; boron trifluoride diethyl etherate; ammonium chloride; In toluene; acetonitrile;
DOI:10.1021/jo00022a014