N-((1R,3S,4R,5R,8S)-8-Hydroxy-3-methoxy-2,6-dioxa-bicyclo[3.2.1]oct-4-yl)-4-methyl-benzenesulfonamide

Base Information

Chemical Name:N-((1R,3S,4R,5R,8S)-8-Hydroxy-3-methoxy-2,6-dioxa-bicyclo[3.2.1]oct-4-yl)-4-methyl-benzenesulfonamide
CAS No.:143366-58-9
Molecular Formula:C₁₄H₁₉NO₆S
Molecular Weight:329.374
Hs Code.:

Synonyms:N-((1R,3S,4R,5R,8S)-8-Hydroxy-3-methoxy-2,6-dioxa-bicyclo[3.2.1]oct-4-yl)-4-methyl-benzenesulfonamide

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Chemical Property of N-((1R,3S,4R,5R,8S)-8-Hydroxy-3-methoxy-2,6-dioxa-bicyclo[3.2.1]oct-4-yl)-4-methyl-benzenesulfonamide

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Technology Process of N-((1R,3S,4R,5R,8S)-8-Hydroxy-3-methoxy-2,6-dioxa-bicyclo[3.2.1]oct-4-yl)-4-methyl-benzenesulfonamide

There total 7 articles about N-((1R,3S,4R,5R,8S)-8-Hydroxy-3-methoxy-2,6-dioxa-bicyclo[3.2.1]oct-4-yl)-4-methyl-benzenesulfonamide 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: 39.0%

: 143366-48-7
Methyl 2,3-dideoxy-2,3-(N-tosylepimino)-α-D-allopyranoside

: 143366-58-9
N-((1R,3S,4R,5R,8S)-8-Hydroxy-3-methoxy-2,6-dioxa-bicyclo[3.2.1]oct-4-yl)-4-methyl-benzenesulfonamide

: 143366-53-4
Methyl 2,3-dideoxy-3-fluoro-2-tosylamido-α-D-glucopyranoside

Guidance literature:: With potassium hydrogen bifluoride; In N,N-dimethyl-formamide; at 150 ℃; for 3h;
DOI:10.1016/S0008-6215(00)90515-9

Reference yield:

: 56838-15-4
((4aR,6S,7R,8R,8aS)-8-Hydroxy-6-methoxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid methyl ester

: 143366-58-9
N-((1R,3S,4R,5R,8S)-8-Hydroxy-3-methoxy-2,6-dioxa-bicyclo[3.2.1]oct-4-yl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / aq. 2 M NaOH / dioxane / 2 h / Heating

2: 84 percent / Na₂CO₃ / dioxane; H₂O / 2 h / 0 °C

3: 78 percent / pyridine / 26 h / 90 °C

4: 81 percent / 0.5 M NaOH / methanol / 6 h / 40 °C

5: 96 percent / aq. 80percent AcOH / 0.25 h / 80 °C

6: 40 percent / KHF₂ / dimethylformamide / 3 h / 150 °C

With pyridine; sodium hydroxide; potassium hydrogen bifluoride; sodium carbonate; acetic acid; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90515-9

Reference yield:

: 143366-47-6
Methyl 2,3-dideoxy-4,6-O-isopropylidene-2,3-(N-tosylepimino)-α-D-allopyranoside

: 143366-58-9
N-((1R,3S,4R,5R,8S)-8-Hydroxy-3-methoxy-2,6-dioxa-bicyclo[3.2.1]oct-4-yl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / aq. 80percent AcOH / 0.25 h / 80 °C

2: 40 percent / KHF₂ / dimethylformamide / 3 h / 150 °C

With potassium hydrogen bifluoride; acetic acid; In N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90515-9