(2S,3S,4R,5S,6R)-2-(4-methyl-3-(4-(3-((methylsulfonyl)oxy)propoxy)benzyl)phenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(2S,3S,4R,5S,6R)-2-(4-methyl-3-(4-(3-((methylsulfonyl)oxy)propoxy)benzyl)phenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:1610955-45-7
Molecular Formula:C₃₀H₃₈O₁₁S₂
Molecular Weight:638.757
Hs Code.:

Synonyms:(2S,3S,4R,5S,6R)-2-(4-methyl-3-(4-(3-((methylsulfonyl)oxy)propoxy)benzyl)phenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Chemical Property of (2S,3S,4R,5S,6R)-2-(4-methyl-3-(4-(3-((methylsulfonyl)oxy)propoxy)benzyl)phenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Technology Process of (2S,3S,4R,5S,6R)-2-(4-methyl-3-(4-(3-((methylsulfonyl)oxy)propoxy)benzyl)phenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 12 articles about (2S,3S,4R,5S,6R)-2-(4-methyl-3-(4-(3-((methylsulfonyl)oxy)propoxy)benzyl)phenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 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: 100.0%

: 1610955-46-8
C₂₉H₃₆O₉S

: 124-63-0
methanesulfonyl chloride

: 1610955-45-7
(2S,3S,4R,5S,6R)-2-(4-methyl-3-(4-(3-((methylsulfonyl)oxy)propoxy)benzyl)phenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With triethylamine; In dichloromethane; for 2h; Inert atmosphere;

Reference yield:

: 90050-59-2
5-bromo-2-methylbenzaldehyde

: 1610955-45-7
(2S,3S,4R,5S,6R)-2-(4-methyl-3-(4-(3-((methylsulfonyl)oxy)propoxy)benzyl)phenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 11 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 - 0 °C

2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

3.2: 3 h / -78 - 20 °C

4.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate; methanol; water; sodium hydroxide / 0.5 h / 0 - 20 °C

5.1: water; acetic acid / 22 h / 100 °C / Inert atmosphere

6.1: dmap; triethylamine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 1 h / 760.05 Torr

8.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3 h / 80 °C

9.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

10.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 18 h / 760.05 Torr

11.1: triethylamine / dichloromethane / 2 h / Inert atmosphere

With methanol; triethylsilane; dmap; sodium tetrahydroborate; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; palladium 10% on activated carbon; boron trifluoride diethyl etherate; water; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; acetic acid; triethylamine; thiourea; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: (3S,4R,5S,6S)-6-(3-(4-(benzyloxy)benzyl)-4-methylphenyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate

: 1610955-45-7
(2S,3S,4R,5S,6R)-2-(4-methyl-3-(4-(3-((methylsulfonyl)oxy)propoxy)benzyl)phenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 1 h / 760.05 Torr

2: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3 h / 80 °C

3: potassium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 18 h / 760.05 Torr

5: triethylamine / dichloromethane / 2 h / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; palladium 10% on activated carbon; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; triethylamine; thiourea; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;