4-{(2R,4S,6S)-4-hydroxy-6-[(S)-1-hydroxy-2-(4-hydroxyphenyl)ethyl]tetrahydro-2H-pyran-2-yl}-2-methoxyphenyl-1-(4-methylbenzenesulfonate)

Base Information

• Chemical Name: 4-{(2R,4S,6S)-4-hydroxy-6-[(S)-1-hydroxy-2-(4-hydroxyphenyl)ethyl]tetrahydro-2H-pyran-2-yl}-2-methoxyphenyl-1-(4-methylbenzenesulfonate)
• CAS No.: 1217038-25-9
• Molecular Formula: C₂₇H₃₀O₈S
• Molecular Weight: 514.596

Synonyms:4-{(2R,4S,6S)-4-hydroxy-6-[(S)-1-hydroxy-2-(4-hydroxyphenyl)ethyl]tetrahydro-2H-pyran-2-yl}-2-methoxyphenyl-1-(4-methylbenzenesulfonate)

Chemical Property of 4-{(2R,4S,6S)-4-hydroxy-6-[(S)-1-hydroxy-2-(4-hydroxyphenyl)ethyl]tetrahydro-2H-pyran-2-yl}-2-methoxyphenyl-1-(4-methylbenzenesulfonate)

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Technology Process of 4-{(2R,4S,6S)-4-hydroxy-6-[(S)-1-hydroxy-2-(4-hydroxyphenyl)ethyl]tetrahydro-2H-pyran-2-yl}-2-methoxyphenyl-1-(4-methylbenzenesulfonate)

There total 2 articles about 4-{(2R,4S,6S)-4-hydroxy-6-[(S)-1-hydroxy-2-(4-hydroxyphenyl)ethyl]tetrahydro-2H-pyran-2-yl}-2-methoxyphenyl-1-(4-methylbenzenesulfonate) 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: 84.0%

4-{(2R,6S)-6-[(S)-1-hydroxy-2-(4-hydroxyphenyl)ethyl]-4-oxotetrahydro-2H-pyran-2-yl}-2-methoxyphenyl-1-(4-methylbenzenesulfonate) (1217038-23-7) → 4-{(2R,4S,6S)-4-hydroxy-6-[(S)-1-hydroxy-2-(4-hydroxyphenyl)ethyl]tetrahydro-2H-pyran-2-yl}-2-methoxyphenyl-1-(4-methylbenzenesulfonate) (1217038-25-9) + C27H30O8S

Guidance literature:

With lithium tri-sec-butyl(hydrido)borate; In tetrahydrofuran; at -78 ℃; for 1h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.200901041

Reference yield: 76.0%

4-{(1S,3S,5S,6S)-7-(4-[(tert-butyldimethylsilyl)oxy]phenyl)-3-[(tert-butyldiphenylsilyl)oxy]-1,5,6-trihydroxyheptyl}-2-methoxyphenyl 4-methylbenzenesulfonate (1280722-64-6) → 4-{(2R,4S,6S)-4-hydroxy-6-[(S)-1-hydroxy-2-(4-hydroxyphenyl)ethyl]tetrahydro-2H-pyran-2-yl}-2-methoxyphenyl-1-(4-methylbenzenesulfonate) (1217038-25-9)

Guidance literature:

With iron(III) chloride; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1055/s-0030-1258319

Reference yield: 80.0%

4-{(2R,4S,6S)-4-hydroxy-6-[(S)-1-hydroxy-2-(4-hydroxyphenyl)ethyl]tetrahydro-2H-pyran-2-yl}-2-methoxyphenyl-1-(4-methylbenzenesulfonate) (1217038-25-9) → rhoiptelol B

Guidance literature:

With methanol; potassium carbonate; for 2h; Reflux; Inert atmosphere;

DOI:10.1055/s-0030-1258319

upstream raw materials:

4-{(2R,6S)-6-[(S)-1-hydroxy-2-(4-hydroxyphenyl)ethyl]-4-oxotetrahydro-2H-pyran-2-yl}-2-methoxyphenyl-1-(4-methylbenzenesulfonate)

4-{(1S,3S,5S,6S)-7-(4-[(tert-butyldimethylsilyl)oxy]phenyl)-3-[(tert-butyldiphenylsilyl)oxy]-1,5,6-trihydroxyheptyl}-2-methoxyphenyl 4-methylbenzenesulfonate

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