N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine

Base Information

Chemical Name:N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine
CAS No.:678142-24-0
Molecular Formula:C₂₂H₂₉NO₁₀
Molecular Weight:467.473
Hs Code.:

Synonyms:N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine

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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 N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine

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Technology Process of N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine

There total 1 articles about N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine 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: 91.0%

: 22435-63-8
N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 678142-24-0
N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 50 ℃; for 25h; under 20 Torr;
DOI:10.1016/j.tetasy.2004.01.003

Reference yield: 91.0%

: 98-88-4
benzoyl chloride

: 678142-24-0
N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine

: 678142-25-1
2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine

Guidance literature:: With pyridine; at 20 ℃; for 24h;
DOI:10.1016/j.tetasy.2004.01.003

Reference yield:

: 678142-24-0
N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine

: (1S,3S,5S,6R,7S,7aS)-3-di(ethoxycarbonyl)methyl-5-ethylthio-6,7-dihydroxy-1-(p-methoxybenzyl)oxymethyl-2-oxapyrrolizidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 91 percent / pyridine / 24 h / 20 °C

2.1: 68 percent / sodium cyanoborohydride; acetic acid / 2.5 h / 20 °C

3.1: 85 percent / pyridine / 24 h / 20 °C

4.1: 66 percent / sodium methoxide / dimethylformamide / 0.25 h / 40 °C / 20 Torr

5.1: molecular sieves 3 Angstroem; p-toluenesulfonic acid / CH₂Cl₂ / 0.25 h / 20 °C

5.2: NaOMe / methanol / 4 h / 20 °C

With pyridine; 3 A molecular sieve; sodium methylate; sodium cyanoborohydride; toluene-4-sulfonic acid; acetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2004.01.003