(4-deoxy-4-methyl-(1,2,3,6-tetra-O-benzyl-α-D-glucopyranosyl))-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside

Base Information

Chemical Name:(4-deoxy-4-methyl-(1,2,3,6-tetra-O-benzyl-α-D-glucopyranosyl))-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside
CAS No.:1344024-93-6
Molecular Formula:C₄₉H₅₆O₁₅
Molecular Weight:884.975
Hs Code.:

Synonyms:(4-deoxy-4-methyl-(1,2,3,6-tetra-O-benzyl-α-D-glucopyranosyl))-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside

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Chemical Property of (4-deoxy-4-methyl-(1,2,3,6-tetra-O-benzyl-α-D-glucopyranosyl))-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside

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Technology Process of (4-deoxy-4-methyl-(1,2,3,6-tetra-O-benzyl-α-D-glucopyranosyl))-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside

There total 7 articles about (4-deoxy-4-methyl-(1,2,3,6-tetra-O-benzyl-α-D-glucopyranosyl))-(2,3,4,6-tetra-O-acetyl)-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: 68.0%

: 572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3
2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide

: 139071-00-4
Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-glucopyranoside

: 1344024-93-6
(4-deoxy-4-methyl-(1,2,3,6-tetra-O-benzyl-α-D-glucopyranosyl))-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside

Guidance literature:: Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-glucopyranoside; With mercury(II) cyanide; mercury dibromide; In dichloromethane; at 20 ℃; for 0.166667h; Molecular sieve; Inert atmosphere;

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.carres.2011.08.030

Reference yield:

: 125219-21-8
benzyl 2,3,6-tri-O-benzyl-4-deoxy-4-C-(methylene)-α-D-xylo-4-hexopyranoside

: 1344024-93-6
(4-deoxy-4-methyl-(1,2,3,6-tetra-O-benzyl-α-D-glucopyranosyl))-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.1: triethylamine / 12 h / 38 °C

4.1: sodium tetrahydroborate / methanol / 2 h / 0 °C

5.1: mercury(II) cyanide; mercury dibromide / dichloromethane / 0.17 h / 20 °C / Molecular sieve; Inert atmosphere

5.2: 12 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; dimethylsulfide borane complex; mercury(II) cyanide; Dess-Martin periodane; triethylamine; mercury dibromide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.carres.2011.08.030

Reference yield:

: 125239-02-3
Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside

: 1344024-93-6
(4-deoxy-4-methyl-(1,2,3,6-tetra-O-benzyl-α-D-glucopyranosyl))-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: triethylamine / 12 h / 38 °C

3.1: sodium tetrahydroborate / methanol / 2 h / 0 °C

4.1: mercury(II) cyanide; mercury dibromide / dichloromethane / 0.17 h / 20 °C / Molecular sieve; Inert atmosphere

4.2: 12 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; mercury(II) cyanide; Dess-Martin periodane; triethylamine; mercury dibromide; In methanol; dichloromethane;
DOI:10.1016/j.carres.2011.08.030