(4S,5S,6S,8S,9R,10R,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-5,9,13-trihydroxy-4,6,8,10,12-pentamethylpentadecane-3,7-dione

Base Information

• Chemical Name: (4S,5S,6S,8S,9R,10R,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-5,9,13-trihydroxy-4,6,8,10,12-pentamethylpentadecane-3,7-dione
• CAS No.: 1228104-15-1
• Molecular Formula: C₃₆H₅₄O₈
• Molecular Weight: 614.82

Synonyms:(4S,5S,6S,8S,9R,10R,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-5,9,13-trihydroxy-4,6,8,10,12-pentamethylpentadecane-3,7-dione

Chemical Property of (4S,5S,6S,8S,9R,10R,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-5,9,13-trihydroxy-4,6,8,10,12-pentamethylpentadecane-3,7-dione

Chemical Property:

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Technology Process of (4S,5S,6S,8S,9R,10R,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-5,9,13-trihydroxy-4,6,8,10,12-pentamethylpentadecane-3,7-dione

There total 2 articles about (4S,5S,6S,8S,9R,10R,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-5,9,13-trihydroxy-4,6,8,10,12-pentamethylpentadecane-3,7-dione 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: 96.0%

(4S,5S,6S,8S,9R,10S,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-13-hydroxy-4,6,8,10,12-pentamethyl-5,9-bis((triethylsilyl)oxy)pentadecane-3,7-dione (1228104-43-5) → (4S,5S,6S,8S,9R,10R,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-5,9,13-trihydroxy-4,6,8,10,12-pentamethylpentadecane-3,7-dione (1228104-15-1)

Guidance literature:

With pyridine; pyridine hydrogenfluoride; In tetrahydrofuran; water; at 20 ℃; for 24h;

DOI:10.1021/ja102356j

Reference yield:

2-((2S,3S,4R,5R,6R,7R,8S,10S,11R,12S)-5-(benzyloxy)-12-(2-ethyl-1,3-dioxolan-2-yl)-7-hydroxy-3,11-bis(methoxymethoxy)-4,6,8,10-tetramethyl-9-oxotridecan-2-yl)-6-ethyl-3,5-dimethyl-4H-pyran-4-one (1228104-41-3) → (4S,5S,6S,8S,9R,10R,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-5,9,13-trihydroxy-4,6,8,10,12-pentamethylpentadecane-3,7-dione (1228104-15-1)

Guidance literature:

With iron(III) chloride hexahydrate; In methanol; acetone; for 5h; Reflux;

DOI:10.1021/ja102356j

Reference yield: 44.0%

(4S,5S,6S,8S,9R,10R,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-5,9,13-trihydroxy-4,6,8,10,12-pentamethylpentadecane-3,7-dione (1228104-15-1) + triethylsilyl trifluoromethyl sulfonate (79271-56-0) → (4S,5S,6S,8S,9R,10R,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-9,13-dihydroxy-4,6,8,10,12-pentamethyl-5-((triethylsilyl)oxy)pentadecane-3,7-dione (1228104-45-7) + (4S,5S,6S,8S,9R,10S,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-13-hydroxy-4,6,8,10,12-pentamethyl-5,9-bis((triethylsilyl)oxy)pentadecane-3,7-dione (1228104-43-5)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja102356j

upstream raw materials:

2-((2S,3S,4R,5R,6R,7R,8S,10S,11R,12S)-5-(benzyloxy)-12-(2-ethyl-1,3-dioxolan-2-yl)-7-hydroxy-3,11-bis(methoxymethoxy)-4,6,8,10-tetramethyl-9-oxotridecan-2-yl)-6-ethyl-3,5-dimethyl-4H-pyran-4-one

(4S,5S,6S,8S,9R,10S,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-13-hydroxy-4,6,8,10,12-pentamethyl-5,9-bis((triethylsilyl)oxy)pentadecane-3,7-dione

Downstream raw materials:

(4S,5S,6S,8S,9R,10R,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-9,13-dihydroxy-4,6,8,10,12-pentamethyl-5-((triethylsilyl)oxy)pentadecane-3,7-dione

(4S,5S,6S,8S,9R,10S,11S,12S,13S,14S)-11-(benzyloxy)-14-(6-ethyl-3,5-dimethyl-4-oxo-4H-pyran-2-yl)-13-hydroxy-4,6,8,10,12-pentamethyl-5,9-bis((triethylsilyl)oxy)pentadecane-3,7-dione

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