dimethylthexylsilyl 6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

Base Information

Chemical Name:dimethylthexylsilyl 6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside
CAS No.:1616628-01-3
Molecular Formula:C₂₈H₄₂Cl₃NO₈Si
Molecular Weight:655.088
Hs Code.:

Synonyms:dimethylthexylsilyl 6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

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Chemical Property of dimethylthexylsilyl 6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

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Technology Process of dimethylthexylsilyl 6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

There total 6 articles about dimethylthexylsilyl 6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside 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: 85.0%

: 1616628-00-2
dimethylthexylsilyl 4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

: 1616628-01-3
dimethylthexylsilyl 6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.666667h; regioselective reaction; Molecular sieve;
DOI:10.1016/j.carres.2014.05.007

Reference yield:

: 1616627-97-4
dimethylthexylsilyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 1616628-01-3
dimethylthexylsilyl 6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: sodium methylate; methanol / 12 h

2: toluene-4-sulfonic acid / acetonitrile / 3 h / 20 °C

3: dicyclohexyl-carbodiimide; dmap / dichloromethane / 3 h

4: triethylsilane; trifluoroacetic acid / dichloromethane / 0.67 h / 20 °C / Molecular sieve

With methanol; triethylsilane; dmap; sodium methylate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1016/j.carres.2014.05.007

Reference yield:

: 219693-02-4
1,3,4,6-tetra-O-acetyl-2-deoxy-2-trichloroacetamido-α/β-D-glucopyranose

: 1616628-01-3
dimethylthexylsilyl 6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: benzylamine / tetrahydrofuran / 6 h

2: 1H-imidazole / dichloromethane / 24 h

3: sodium methylate; methanol / 12 h

4: toluene-4-sulfonic acid / acetonitrile / 3 h / 20 °C

5: dicyclohexyl-carbodiimide; dmap / dichloromethane / 3 h

6: triethylsilane; trifluoroacetic acid / dichloromethane / 0.67 h / 20 °C / Molecular sieve

With 1H-imidazole; methanol; triethylsilane; dmap; sodium methylate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; benzylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/j.carres.2014.05.007