2-(trimethylsilyl)ethyl 2-(benzyloxy)-6-(3-((2S,6S)-6-((3S,4R,6R)-6-(benzyloxy)-7-((2S,6R)-6-(1-(benzyloxy)-2-methyl-1-oxopropan-2-yl)tetrahydro-2H-pyran-2-yl)-4-hydroxy-3-methylheptyl)tetrahydro-2H-pyran-2-yl)propyl)benzoate

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2-(benzyloxy)-6-(3-((2S,6S)-6-((3S,4R,6R)-6-(benzyloxy)-7-((2S,6R)-6-(1-(benzyloxy)-2-methyl-1-oxopropan-2-yl)tetrahydro-2H-pyran-2-yl)-4-hydroxy-3-methylheptyl)tetrahydro-2H-pyran-2-yl)propyl)benzoate
CAS No.:1325653-61-9
Molecular Formula:C₅₈H₈₀O₉Si
Molecular Weight:949.353
Hs Code.:

2-(trimethylsilyl)ethyl 2-(benzyloxy)-6-(3-((2S,6S)-6-((3S,4R,6R)-6-(benzyloxy)-7-((2S,6R)-6-(1-(benzyloxy)-2-methyl-1-oxopropan-2-yl)tetrahydro-2H-pyran-2-yl)-4-hydroxy-3-methylheptyl)tetrahydro-2H-pyran-2-yl)propyl)benzoate

Synonyms:2-(trimethylsilyl)ethyl 2-(benzyloxy)-6-(3-((2S,6S)-6-((3S,4R,6R)-6-(benzyloxy)-7-((2S,6R)-6-(1-(benzyloxy)-2-methyl-1-oxopropan-2-yl)tetrahydro-2H-pyran-2-yl)-4-hydroxy-3-methylheptyl)tetrahydro-2H-pyran-2-yl)propyl)benzoate

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Chemical Property of 2-(trimethylsilyl)ethyl 2-(benzyloxy)-6-(3-((2S,6S)-6-((3S,4R,6R)-6-(benzyloxy)-7-((2S,6R)-6-(1-(benzyloxy)-2-methyl-1-oxopropan-2-yl)tetrahydro-2H-pyran-2-yl)-4-hydroxy-3-methylheptyl)tetrahydro-2H-pyran-2-yl)propyl)benzoate

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Technology Process of 2-(trimethylsilyl)ethyl 2-(benzyloxy)-6-(3-((2S,6S)-6-((3S,4R,6R)-6-(benzyloxy)-7-((2S,6R)-6-(1-(benzyloxy)-2-methyl-1-oxopropan-2-yl)tetrahydro-2H-pyran-2-yl)-4-hydroxy-3-methylheptyl)tetrahydro-2H-pyran-2-yl)propyl)benzoate

There total 33 articles about 2-(trimethylsilyl)ethyl 2-(benzyloxy)-6-(3-((2S,6S)-6-((3S,4R,6R)-6-(benzyloxy)-7-((2S,6R)-6-(1-(benzyloxy)-2-methyl-1-oxopropan-2-yl)tetrahydro-2H-pyran-2-yl)-4-hydroxy-3-methylheptyl)tetrahydro-2H-pyran-2-yl)propyl)benzoate 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: 91.0%

: 1325653-58-4
2-(trimethylsilyl)ethyl 2-(benzyloxy)-6-(3-((2S,6S)-6-((3S,4R,6S)-6-(benzyloxy)-7-((2S,6R)-6-(1-(benzyloxy)-2-methyl-1-oxopropan-2-yl)tetrahydro-2H-pyran-2-yl)-4-((tert-butyldimethylsilyl)oxy)-3-methylheptyl)tetrahydro-2H-pyran-2-yl)propyl)benzoate

: 1325653-61-9
2-(trimethylsilyl)ethyl 2-(benzyloxy)-6-(3-((2S,6S)-6-((3S,4R,6R)-6-(benzyloxy)-7-((2S,6R)-6-(1-(benzyloxy)-2-methyl-1-oxopropan-2-yl)tetrahydro-2H-pyran-2-yl)-4-hydroxy-3-methylheptyl)tetrahydro-2H-pyran-2-yl)propyl)benzoate

Guidance literature:: With hydrogenchloride; In methanol; diethyl ether; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol201863b

Reference yield:

: 864498-78-2
benzyl 2-((2R,6S)-6-((2R,4R,5S)-2-(benzyloxy)-4-hydroxy-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

: 1325653-61-9
2-(trimethylsilyl)ethyl 2-(benzyloxy)-6-(3-((2S,6S)-6-((3S,4R,6R)-6-(benzyloxy)-7-((2S,6R)-6-(1-(benzyloxy)-2-methyl-1-oxopropan-2-yl)tetrahydro-2H-pyran-2-yl)-4-hydroxy-3-methylheptyl)tetrahydro-2H-pyran-2-yl)propyl)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: Hoveyda-Grubbs catalyst second generation / chlorobenzene / 10 h / 85 °C / Inert atmosphere

3: sodium acetate; toluene-4-sulfonic acid hydrazide / 1,2-dimethoxyethane; water / 4 h / Inert atmosphere; Reflux

4: hydrogenchloride / methanol; diethyl ether / 2 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; hydrogenchloride; Hoveyda-Grubbs catalyst second generation; sodium acetate; toluene-4-sulfonic acid hydrazide; In methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; chlorobenzene;
DOI:10.1021/ol201863b

Reference yield:

: 864498-77-1
benzyl 2-((2R,6S)-6-((S)-2-(benzyloxy)-4-oxobutyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

: 1325653-61-9
2-(trimethylsilyl)ethyl 2-(benzyloxy)-6-(3-((2S,6S)-6-((3S,4R,6R)-6-(benzyloxy)-7-((2S,6R)-6-(1-(benzyloxy)-2-methyl-1-oxopropan-2-yl)tetrahydro-2H-pyran-2-yl)-4-hydroxy-3-methylheptyl)tetrahydro-2H-pyran-2-yl)propyl)benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: boron trifluoride diethyl etherate / tetrahydrofuran; diethyl ether; hexane / 4 h / -78 °C / Inert atmosphere

2: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

3: Hoveyda-Grubbs catalyst second generation / chlorobenzene / 10 h / 85 °C / Inert atmosphere

4: sodium acetate; toluene-4-sulfonic acid hydrazide / 1,2-dimethoxyethane; water / 4 h / Inert atmosphere; Reflux

5: hydrogenchloride / methanol; diethyl ether / 2 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; hydrogenchloride; Hoveyda-Grubbs catalyst second generation; boron trifluoride diethyl etherate; sodium acetate; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; hexane; dichloromethane; water; chlorobenzene;
DOI:10.1021/ol201863b