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

Base Information

Chemical Name:dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbunoate)-3,4-O-benzyl-β-D-glucupyranosyluronate
CAS No.:1577228-14-8
Molecular Formula:C₃₇H₅₄O₁₀Si
Molecular Weight:686.915
Hs Code.:

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

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

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

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

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

: 1577228-11-5
dimethylthexylsilyl O-methyl-3,4-O-benzyl-β-D-glucopyranosyluronate

: 1577228-14-8
dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbunoate)-3,4-O-benzyl-β-D-glucupyranosyluronate

Guidance literature:: With pyridine; dmap; at 0 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1039/c3ob42312c

Reference yield:

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

: 1577228-14-8
dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbunoate)-3,4-O-benzyl-β-D-glucupyranosyluronate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

1.2: 1 h / -78 °C / Molecular sieve; Inert atmosphere

1.3: Molecular sieve; Inert atmosphere

2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 20 °C / Inert atmosphere

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

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

Reference yield:

: 1577228-10-4
dimethylthexylsilyl 3,4-O-benzyl-β-D-glucopyranoside

: 1577228-14-8
dimethylthexylsilyl O-methyl-2-O-(4-acetoxy-2,2-dimethylbunoate)-3,4-O-benzyl-β-D-glucupyranosyluronate

Guidance literature:: Multi-step reaction with 2 steps

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

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

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