dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbunoate)-3-O-benzyl-4-O-(2-methyl-napthyl)-β-L-glucupyranosyluronate

Base Information

Chemical Name:dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbunoate)-3-O-benzyl-4-O-(2-methyl-napthyl)-β-L-glucupyranosyluronate
CAS No.:1577228-15-9
Molecular Formula:C₄₁H₅₆O₁₀Si
Molecular Weight:736.975
Hs Code.:

Synonyms:dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbunoate)-3-O-benzyl-4-O-(2-methyl-napthyl)-β-L-glucupyranosyluronate

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Chemical Property of dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbunoate)-3-O-benzyl-4-O-(2-methyl-napthyl)-β-L-glucupyranosyluronate

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Technology Process of dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbunoate)-3-O-benzyl-4-O-(2-methyl-napthyl)-β-L-glucupyranosyluronate

There total 5 articles about dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbunoate)-3-O-benzyl-4-O-(2-methyl-napthyl)-β-L-glucupyranosyluronate 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: 70.0%

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

: 939-26-4
2-bromomethylnaphthyl bromide

: 1577228-15-9
dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbunoate)-3-O-benzyl-4-O-(2-methyl-napthyl)-β-L-glucupyranosyluronate

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at -20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1039/c3ob42312c

Reference yield:

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

: 1577228-15-9
dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbunoate)-3-O-benzyl-4-O-(2-methyl-napthyl)-β-L-glucupyranosyluronate

Guidance literature:: Multi-step reaction with 4 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

4.1: sodium hydride; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 0.5 h / -20 °C / Inert atmosphere

With pyridine; dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; ethanethiol; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1039/c3ob42312c

Reference yield:

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

: 1577228-15-9
dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbunoate)-3-O-benzyl-4-O-(2-methyl-napthyl)-β-L-glucupyranosyluronate

Guidance literature:: Multi-step reaction with 4 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

4.1: sodium hydride; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 0.5 h / -20 °C / Inert atmosphere

With pyridine; dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; ethanethiol; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1039/c3ob42312c