dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbutanoate)-3-O-benzyl-β-D-glucopyranosyluronate

Base Information

Chemical Name:dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbutanoate)-3-O-benzyl-β-D-glucopyranosyluronate
CAS No.:1577227-74-7
Molecular Formula:C₃₀H₄₈O₁₀Si
Molecular Weight:596.791
Hs Code.:

Synonyms:dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbutanoate)-3-O-benzyl-β-D-glucopyranosyluronate

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Chemical Property of dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbutanoate)-3-O-benzyl-β-D-glucopyranosyluronate

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Technology Process of dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbutanoate)-3-O-benzyl-β-D-glucopyranosyluronate

There total 4 articles about dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbutanoate)-3-O-benzyl-β-D-glucopyranosyluronate 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: 88.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 1577227-68-9
dimethylthexylsilyl 2-O-(4-acetoxy-2,2-dimethylbutanoate)-3-O-benzyl-β-D-glucopyranoside

: 1577227-74-7
dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbutanoate)-3-O-benzyl-β-D-glucopyranosyluronate

Guidance literature:: dimethylthexylsilyl 2-O-(4-acetoxy-2,2-dimethylbutanoate)-3-O-benzyl-β-D-glucopyranoside; With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In dichloromethane; water; at 20 ℃; Inert atmosphere;

diazomethane; In diethyl ether; Inert atmosphere;
DOI:10.1039/c3ob42312c

Reference yield:

: 1577227-58-7
dimethylthexylsilyl 3-O-benzyl-4,6-di-O-benzylidene-β-D-glucopyranoside

: 1577227-74-7
dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbutanoate)-3-O-benzyl-β-D-glucopyranosyluronate

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine; dmap / 4 h / 0 - 20 °C / Inert atmosphere

2.1: ethanethiol; toluene-4-sulfonic acid / dichloromethane; water / 1 h / 20 °C / Inert atmosphere

3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 20 °C / Inert atmosphere

3.2: Inert atmosphere

With pyridine; dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid; ethanethiol; In dichloromethane; water;
DOI:10.1039/c3ob42312c

Reference yield:

: 107998-33-4
4-Acetyloxy-2,2-dimethylbutyrylchloride

: 1577227-74-7
dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbutanoate)-3-O-benzyl-β-D-glucopyranosyluronate

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine; dmap / 4 h / 0 - 20 °C / Inert atmosphere

2.1: ethanethiol; toluene-4-sulfonic acid / dichloromethane; water / 1 h / 20 °C / Inert atmosphere

3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 20 °C / Inert atmosphere

3.2: Inert atmosphere

With pyridine; dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid; ethanethiol; In dichloromethane; water;
DOI:10.1039/c3ob42312c