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

Base Information

Chemical Name:N-[(2R,3R,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide
CAS No.:211182-84-2
Molecular Formula:C₂₀H₃₃NO₇SSi
Molecular Weight:459.636
Hs Code.:

Synonyms:N-[(2R,3R,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide

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

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

There total 7 articles about N-[(2R,3R,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-tetrahydro-pyran-3-carbonyl]-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: 92.6%

: 211182-83-1
N-[(2R,3R,4R,5S)-5-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide

: 211182-84-2
N-[(2R,3R,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol;
DOI:10.1016/S0008-6215(98)00017-2

Reference yield:

: 4083-64-1
Tosyl isocyanate

: 211182-84-2
N-[(2R,3R,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: acetonitrile / 4 h

2: conc HCl / acetonitrile / 0.25 h / 0 °C

3: 92.6 percent / H₂ / 10percent Pd-C / methanol

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; acetonitrile;
DOI:10.1016/S0008-6215(98)00017-2

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 211182-84-2
N-[(2R,3R,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: 86.5 percent / dimethylformamide / 8 h / Ambient temperature

2: acetonitrile / 4 h

3: conc HCl / acetonitrile / 0.25 h / 0 °C

4: 92.6 percent / H₂ / 10percent Pd-C / methanol

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0008-6215(98)00017-2