N-((2R,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-pent-4-enyloxy-tetrahydro-pyran-3-yl)-acetamide

Base Information

Chemical Name:N-((2R,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-pent-4-enyloxy-tetrahydro-pyran-3-yl)-acetamide
CAS No.:824967-36-4
Molecular Formula:C₂₀H₂₉NO₆
Molecular Weight:379.453
Hs Code.:

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

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

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

There total 3 articles about N-((2R,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-pent-4-enyloxy-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: 85.0%

: 824967-35-3
N-((2R,4aR,6R,7R,8R,8aS)-8-Benzyloxy-6-pent-4-enyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-acetamide

: 824967-36-4
N-((2R,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-pent-4-enyloxy-tetrahydro-pyran-3-yl)-acetamide

Guidance literature:: With water; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 5h;
DOI:10.1021/jo049092r

Reference yield:

: 824967-34-2
N-((2R,4aR,6R,7R,8R,8aS)-8-Hydroxy-6-pent-4-enyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-acetamide

: 824967-36-4
N-((2R,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-pent-4-enyloxy-tetrahydro-pyran-3-yl)-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / NaH / tetrahydrofuran / 8 h / Heating

2: 85 percent / TFA; H₂O / CH₂Cl₂ / 5 h / 0 °C

With water; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo049092r

Reference yield:

: 128902-91-0
1-O-(4-penten-1-yl)-2-acetamido-2-deoxy-β-D-glucopyranoside

: 824967-36-4
N-((2R,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-pent-4-enyloxy-tetrahydro-pyran-3-yl)-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / camphorsulfonic acid / tetrahydrofuran / 8 h / Heating

2: 75 percent / NaH / tetrahydrofuran / 8 h / Heating

3: 85 percent / TFA; H₂O / CH₂Cl₂ / 5 h / 0 °C

With camphor-10-sulfonic acid; water; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo049092r