benzyl 2-acetamido-5,6-anhydro-2-deoxy-3-O-(tetrahydropyran-2-yl)-α-L-idofuranoside

Base Information

Chemical Name:benzyl 2-acetamido-5,6-anhydro-2-deoxy-3-O-(tetrahydropyran-2-yl)-α-L-idofuranoside
CAS No.:79943-14-9
Molecular Formula:C₂₀H₂₇NO₆
Molecular Weight:377.437
Hs Code.:

Synonyms:benzyl 2-acetamido-5,6-anhydro-2-deoxy-3-O-(tetrahydropyran-2-yl)-α-L-idofuranoside

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Chemical Property of benzyl 2-acetamido-5,6-anhydro-2-deoxy-3-O-(tetrahydropyran-2-yl)-α-L-idofuranoside

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Technology Process of benzyl 2-acetamido-5,6-anhydro-2-deoxy-3-O-(tetrahydropyran-2-yl)-α-L-idofuranoside

There total 6 articles about benzyl 2-acetamido-5,6-anhydro-2-deoxy-3-O-(tetrahydropyran-2-yl)-α-L-idofuranoside 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:

: 58886-33-2
benzyl 2-acetamido-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside

: 79943-14-9
benzyl 2-acetamido-5,6-anhydro-2-deoxy-3-O-(tetrahydropyran-2-yl)-α-L-idofuranoside

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 1.5 h / 0 °C

2: 90 percent / acetic acid / H₂O / 1.5 h / 50 °C

3: 84 percent / pyridine / 5 h / -10 °C

4: 91 percent / pyridine / 4 h / Ambient temperature

5: 82 percent / sodium methoxide / methanol / 6 h / -10 - -5 °C

6: p-toluenesulfonic acid monohydrate / dioxane / 2 h / Ambient temperature

With pyridine; sodium methylate; toluene-4-sulfonic acid; acetic acid; In 1,4-dioxane; methanol; water;
DOI:10.1016/S0008-6215(00)80713-2

Reference yield:

: 79943-10-5
benzyl 2-acetamido-3-O-benzoyl-2-deoxy-β-D-glucofuranoside

: 79943-14-9
benzyl 2-acetamido-5,6-anhydro-2-deoxy-3-O-(tetrahydropyran-2-yl)-α-L-idofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / pyridine / 5 h / -10 °C

2: 91 percent / pyridine / 4 h / Ambient temperature

3: 82 percent / sodium methoxide / methanol / 6 h / -10 - -5 °C

4: p-toluenesulfonic acid monohydrate / dioxane / 2 h / Ambient temperature

With pyridine; sodium methylate; toluene-4-sulfonic acid; In 1,4-dioxane; methanol;
DOI:10.1016/S0008-6215(00)80713-2

Reference yield:

: 79943-09-2
benzyl 2-acetamido-3-O-benzoyl-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside

: 79943-14-9
benzyl 2-acetamido-5,6-anhydro-2-deoxy-3-O-(tetrahydropyran-2-yl)-α-L-idofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / acetic acid / H₂O / 1.5 h / 50 °C

2: 84 percent / pyridine / 5 h / -10 °C

3: 91 percent / pyridine / 4 h / Ambient temperature

4: 82 percent / sodium methoxide / methanol / 6 h / -10 - -5 °C

5: p-toluenesulfonic acid monohydrate / dioxane / 2 h / Ambient temperature

With pyridine; sodium methylate; toluene-4-sulfonic acid; acetic acid; In 1,4-dioxane; methanol; water;
DOI:10.1016/S0008-6215(00)80713-2