4-methoxybenzyl 6-O-(tert-butyldimethylsilyl)-2-deoxy-3-O-(4-methoxybenzyl)-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:4-methoxybenzyl 6-O-(tert-butyldimethylsilyl)-2-deoxy-3-O-(4-methoxybenzyl)-2-phthalimido-β-D-glucopyranoside
CAS No.:824958-59-0
Molecular Formula:C₃₆H₄₅NO₉Si
Molecular Weight:663.84
Hs Code.:

Synonyms:4-methoxybenzyl 6-O-(tert-butyldimethylsilyl)-2-deoxy-3-O-(4-methoxybenzyl)-2-phthalimido-β-D-glucopyranoside

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Chemical Property of 4-methoxybenzyl 6-O-(tert-butyldimethylsilyl)-2-deoxy-3-O-(4-methoxybenzyl)-2-phthalimido-β-D-glucopyranoside

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Technology Process of 4-methoxybenzyl 6-O-(tert-butyldimethylsilyl)-2-deoxy-3-O-(4-methoxybenzyl)-2-phthalimido-β-D-glucopyranoside

There total 5 articles about 4-methoxybenzyl 6-O-(tert-butyldimethylsilyl)-2-deoxy-3-O-(4-methoxybenzyl)-2-phthalimido-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: 97.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 824958-58-9
4-methoxybenzyl 2-deoxy-3-O-(4-methoxybenzyl)-2-phthalimido-β-D-glucopyranoside

: 824958-59-0
4-methoxybenzyl 6-O-(tert-butyldimethylsilyl)-2-deoxy-3-O-(4-methoxybenzyl)-2-phthalimido-β-D-glucopyranoside

Guidance literature:: In pyridine; at 20 ℃; for 1h;
DOI:10.1016/j.carres.2004.08.016

Reference yield:

: 93417-35-7
p-methoxybenzyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 824958-59-0
4-methoxybenzyl 6-O-(tert-butyldimethylsilyl)-2-deoxy-3-O-(4-methoxybenzyl)-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 2.52 g / (+/-)-camphor-10-sulfonic acid / dimethylformamide / 4 h / 20 - 30 °C

2: 51 percent / NaH; tetrabutylammonium iodide / dimethylformamide / 20 °C

3: 83 percent / aq. AcOH / 1 h / 70 °C

4: 97 percent / pyridine / 1 h / 20 °C

With camphor-10-sulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; In pyridine; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.08.016

Reference yield:

: 93417-34-6
p-methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 824958-59-0
4-methoxybenzyl 6-O-(tert-butyldimethylsilyl)-2-deoxy-3-O-(4-methoxybenzyl)-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe / methanol; CH₂Cl₂ / 2 h / 20 °C

2: 2.52 g / (+/-)-camphor-10-sulfonic acid / dimethylformamide / 4 h / 20 - 30 °C

3: 51 percent / NaH; tetrabutylammonium iodide / dimethylformamide / 20 °C

4: 83 percent / aq. AcOH / 1 h / 70 °C

5: 97 percent / pyridine / 1 h / 20 °C

With camphor-10-sulfonic acid; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.08.016