benzyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-2-O-methyl-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-2-O-methyl-α-D-glucopyranoside
CAS No.:1595048-06-8
Molecular Formula:C₃₆H₄₈O₈Si
Molecular Weight:636.858
Hs Code.:

Synonyms:benzyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-2-O-methyl-α-D-glucopyranoside

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Chemical Property of benzyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-2-O-methyl-α-D-glucopyranoside

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Technology Process of benzyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-2-O-methyl-α-D-glucopyranoside

There total 3 articles about benzyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-2-O-methyl-α-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: 73.0%

: 1595048-03-5
benzyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-α-D-glucopyranoside

: 74-88-4
methyl iodide

: 1595048-06-8
benzyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-2-O-methyl-α-D-glucopyranoside

Guidance literature:: benzyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-α-D-glucopyranoside; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1002/chem.201303843

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1595048-06-8
benzyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-2-O-methyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2.2: 1 h / 0 °C / Inert atmosphere

With 1H-imidazole; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1002/chem.201303843

Reference yield:

: 1595047-87-2
benzyl 3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-α-D-glucopyranoside

: 1595048-06-8
benzyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-2-O-methyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2.2: 1 h / 0 °C / Inert atmosphere

With 1H-imidazole; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1002/chem.201303843