N-[(2R,3R,4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl]-4,N-dimethyl-benzenesulfonamide

Base Information

Chemical Name:N-[(2R,3R,4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl]-4,N-dimethyl-benzenesulfonamide
CAS No.:82793-14-4
Molecular Formula:C₂₂H₃₉NO₆SSi
Molecular Weight:473.706
Hs Code.:

N-[(2R,3R,4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl]-4,N-dimethyl-benzenesulfonamide

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Chemical Property of N-[(2R,3R,4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl]-4,N-dimethyl-benzenesulfonamide

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Technology Process of N-[(2R,3R,4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl]-4,N-dimethyl-benzenesulfonamide

There total 4 articles about N-[(2R,3R,4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl]-4,N-dimethyl-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: 89.0%

: 82801-40-9
N-[(2R,3R,4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl]-4-methyl-benzenesulfonamide

: 74-88-4
methyl iodide

: 82793-14-4
N-[(2R,3R,4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl]-4,N-dimethyl-benzenesulfonamide

Guidance literature:: With potassium tert-butylate;
DOI:10.1016/S0040-4039(00)86735-0

Reference yield:

: 82793-12-2
tert-Butyl-((2R,3R,6S)-2-methoxy-4,6-dimethyl-3,6-dihydro-2H-pyran-3-yloxy)-dimethyl-silane

: 82793-14-4
N-[(2R,3R,4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl]-4,N-dimethyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / OsO₄ / 8 h / 60 °C / oxyamination reaction

2: 89 percent / tBuOK

With potassium tert-butylate; osmium(VIII) oxide;
DOI:10.1016/S0040-4039(00)86735-0

Reference yield:

: Methanesulfonic acid (2R,3S,4S,5S,6R)-5-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-tetrahydro-pyran-3-yl ester

: 82793-14-4
N-[(2R,3R,4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl]-4,N-dimethyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

2: NaIO₄

3: 70 percent / OsO₄ / 8 h / 60 °C / oxyamination reaction

4: 89 percent / tBuOK

With sodium periodate; potassium tert-butylate; osmium(VIII) oxide;
DOI:10.1016/S0040-4039(00)86735-0