N-[(1R,2R,3S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1-diethoxymethyl-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(2-methoxy-ethoxymethoxy)-propyl]-acetamide

Base Information

Chemical Name:N-[(1R,2R,3S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1-diethoxymethyl-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(2-methoxy-ethoxymethoxy)-propyl]-acetamide
CAS No.:108304-74-1
Molecular Formula:C₂₇H₅₀N₂O₁₄
Molecular Weight:626.699
Hs Code.:

N-[(1R,2R,3S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1-diethoxymethyl-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(2-methoxy-ethoxymethoxy)-propyl]-acetamide

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Chemical Property of N-[(1R,2R,3S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1-diethoxymethyl-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(2-methoxy-ethoxymethoxy)-propyl]-acetamide

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Technology Process of N-[(1R,2R,3S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1-diethoxymethyl-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(2-methoxy-ethoxymethoxy)-propyl]-acetamide

There total 8 articles about N-[(1R,2R,3S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1-diethoxymethyl-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(2-methoxy-ethoxymethoxy)-propyl]-acetamide 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:

: 108304-73-0
4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2-acetamido-2-deoxy-5,6-isopropylidene-3-O-(2-ethoxymethoxymethyl)-D-glucose diethyl acetal

: 108304-74-1
N-[(1R,2R,3S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1-diethoxymethyl-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(2-methoxy-ethoxymethoxy)-propyl]-acetamide

Guidance literature:: With hydrogen; palladium; In ethanol; Ambient temperature;
DOI:10.1246/bcsj.59.1411

Reference yield:

: 70279-97-9
2-amino-4-O-(3,4,6-tri-O-benzyl-2-deoxy-2-dichloroacetamido-β-D-glucopyranosyl)-2-N:3-O-carbonyl-2-deoxy-5,6-isopropylidene-D-glucose diethyl acetal

: 108304-74-1
N-[(1R,2R,3S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1-diethoxymethyl-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(2-methoxy-ethoxymethoxy)-propyl]-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: Ba(OH)2*8H₂O / 1.) dioxane-water, 100 deg C, 16 h; 2.) pyridine

2: 57 percent / NaH / dioxane; dimethylformamide / 1.17 h

3: H₂ / Pd-black / ethanol / Ambient temperature

With barium dihydroxide; hydrogen; sodium hydride; palladium; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.59.1411

Reference yield:

: 18422-15-6
2-amino-2-N:3-O-carbonyl-2-deoxy-5,6-isopropylidene-D-glucose diethyl acetal

: 108304-74-1
N-[(1R,2R,3S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1-diethoxymethyl-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(2-methoxy-ethoxymethoxy)-propyl]-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 33 percent / Hg(CN)2 / benzene / 24 h / Ambient temperature

2: Ba(OH)2*8H₂O / 1.) dioxane-water, 100 deg C, 16 h; 2.) pyridine

3: 57 percent / NaH / dioxane; dimethylformamide / 1.17 h

4: H₂ / Pd-black / ethanol / Ambient temperature

With barium dihydroxide; hydrogen; mercury(II) cyanide; sodium hydride; palladium; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide; benzene;
DOI:10.1246/bcsj.59.1411