6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(p-methoxybenzyl)-1,2-O-(1-methoxyethylidene)-β-D-mannopyranoside

Base Information

Chemical Name:6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(p-methoxybenzyl)-1,2-O-(1-methoxyethylidene)-β-D-mannopyranoside
CAS No.:1363902-60-6
Molecular Formula:C₄₁H₅₀O₉Si
Molecular Weight:714.928
Hs Code.:

Synonyms:6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(p-methoxybenzyl)-1,2-O-(1-methoxyethylidene)-β-D-mannopyranoside

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Chemical Property of 6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(p-methoxybenzyl)-1,2-O-(1-methoxyethylidene)-β-D-mannopyranoside

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Technology Process of 6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(p-methoxybenzyl)-1,2-O-(1-methoxyethylidene)-β-D-mannopyranoside

There total 3 articles about 6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(p-methoxybenzyl)-1,2-O-(1-methoxyethylidene)-β-D-mannopyranoside 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: 71.0%

: 824-94-2
p-methoxybenzyl chloride

: 163523-17-9
6-O-tert-Butyldiphenylsilyl-1,2-O-(methyl-orthoacetyl)-β-D-mannopyranose

: 1363902-60-6
6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(p-methoxybenzyl)-1,2-O-(1-methoxyethylidene)-β-D-mannopyranoside

Guidance literature:: 6-O-tert-Butyldiphenylsilyl-1,2-O-(methyl-orthoacetyl)-β-D-mannopyranose; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 6h; Inert atmosphere;
DOI:10.1002/chem.201102545

Reference yield:

: 3254-16-8,4435-05-6,19189-54-9,29748-21-8,50801-29-1,64727-26-0,64727-27-1,65338-02-5,67672-68-8,78418-55-0,80877-03-8,103002-27-3,103002-29-5,132562-62-0
3,4,6-tri-O-acetyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose

: 1363902-60-6
6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(p-methoxybenzyl)-1,2-O-(1-methoxyethylidene)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate / methanol / 20 °C / Inert atmosphere

1.2: Amberlyst H⁺ resin / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 6 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/chem.201102545

Reference yield:

: 29073-91-4,55865-04-8,138196-19-7
1,2-O-(1-methoxyethylidene)-β-D-mannopyranose

: 1363902-60-6
6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(p-methoxybenzyl)-1,2-O-(1-methoxyethylidene)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / Inert atmosphere

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

2.2: 6 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; sodium hydride; In N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/chem.201102545