4,6-di-O-(4-methoxybenzyl)-2-deoxy-3-O-(triisopropyl)silyl-α,β-D-glucopyranose

Base Information

Chemical Name:4,6-di-O-(4-methoxybenzyl)-2-deoxy-3-O-(triisopropyl)silyl-α,β-D-glucopyranose
CAS No.:629652-43-3
Molecular Formula:C₃₁H₄₈O₇Si
Molecular Weight:560.803
Hs Code.:

Synonyms:4,6-di-O-(4-methoxybenzyl)-2-deoxy-3-O-(triisopropyl)silyl-α,β-D-glucopyranose

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4,6-di-O-(4-methoxybenzyl)-2-deoxy-3-O-(triisopropyl)silyl-α,β-D-glucopyranose

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 4,6-di-O-(4-methoxybenzyl)-2-deoxy-3-O-(triisopropyl)silyl-α,β-D-glucopyranose

There total 7 articles about 4,6-di-O-(4-methoxybenzyl)-2-deoxy-3-O-(triisopropyl)silyl-α,β-D-glucopyranose 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: 59.0%

: 629652-41-1
4,6-di-O-(4-methoxybenzyl)-3-O-(triisopropyl)silyl-D-(-)-glucal

: 629652-43-3
4,6-di-O-(4-methoxybenzyl)-2-deoxy-3-O-(triisopropyl)silyl-α,β-D-glucopyranose

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; water; at 20 ℃; for 1.5h;
DOI:10.1021/jo034556r

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 629652-43-3
4,6-di-O-(4-methoxybenzyl)-2-deoxy-3-O-(triisopropyl)silyl-α,β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / 4-dimethylaminopyridine; imidazole / dimethylformamide / 3 h / 20 °C

2: 73 percent / DIBAL-H / CH₂Cl₂ / 2.33 h / -15 - 0 °C

3: 84 percent / t-BuOK / dimethylsulfoxide / 3 h / 20 °C

4: 59 percent / HCl / dioxane; H₂O / 1.5 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; potassium tert-butylate; diisobutylaluminium hydride; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo034556r

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 629652-43-3
4,6-di-O-(4-methoxybenzyl)-2-deoxy-3-O-(triisopropyl)silyl-α,β-D-glucopyranose

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / pyridinium p-toluenesulfonate / acetonitrile / 4.5 h / 0 - 20 °C

2: 95 percent / 4-dimethylaminopyridine; imidazole / dimethylformamide / 3 h / 20 °C

3: 73 percent / DIBAL-H / CH₂Cl₂ / 2.33 h / -15 - 0 °C

4: 84 percent / t-BuOK / dimethylsulfoxide / 3 h / 20 °C

5: 59 percent / HCl / dioxane; H₂O / 1.5 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; potassium tert-butylate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo034556r