N-((2S,3R,4R,5S,6R)-4-Benzyloxy-6-cyanomethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-3-yl)-acetamide

Base Information

Chemical Name:N-((2S,3R,4R,5S,6R)-4-Benzyloxy-6-cyanomethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-3-yl)-acetamide
CAS No.:643734-59-2
Molecular Formula:C₁₇H₂₂N₂O₅
Molecular Weight:334.372
Hs Code.:

Synonyms:N-((2S,3R,4R,5S,6R)-4-Benzyloxy-6-cyanomethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-3-yl)-acetamide

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Chemical Property of N-((2S,3R,4R,5S,6R)-4-Benzyloxy-6-cyanomethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-3-yl)-acetamide

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Technology Process of N-((2S,3R,4R,5S,6R)-4-Benzyloxy-6-cyanomethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-3-yl)-acetamide

There total 1 articles about N-((2S,3R,4R,5S,6R)-4-Benzyloxy-6-cyanomethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-3-yl)-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: 86.0%

: C₁₇H₂₁N₂O₈S^(1-)*Na⁽¹⁺⁾

: 643734-59-2
N-((2S,3R,4R,5S,6R)-4-Benzyloxy-6-cyanomethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-3-yl)-acetamide

Guidance literature:: With sulfuric acid; water; In tetrahydrofuran; at 25 ℃; for 1h;
DOI:10.1002/anie.200351969

Reference yield:

: 643734-59-2
N-((2S,3R,4R,5S,6R)-4-Benzyloxy-6-cyanomethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-3-yl)-acetamide

: ((2R,3S,4R,5R,6S)-4-Benzyloxy-5-ethylamino-6-methoxy-3-triethylsilanyloxy-tetrahydro-pyran-2-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / pyridine; 4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: 20 percent / diisobutylaluminum hydride / CH₂Cl₂ / 1 h / -78 °C

With pyridine; dmap; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1002/anie.200351969

Reference yield:

: 643734-59-2
N-((2S,3R,4R,5S,6R)-4-Benzyloxy-6-cyanomethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-3-yl)-acetamide

: 643734-61-6
N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-2-methoxy-6-(2-oxo-ethyl)-5-triethylsilanyloxy-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / pyridine; 4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: 60 percent / diisobutylaluminum hydride / CH₂Cl₂ / 1 h / -78 °C

With pyridine; dmap; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1002/anie.200351969