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128948-11-8

2H-Cyclopenta[b]furan-2-one, hexahydro-4-[(1E)-3-oxo-1-octen-1-yl]-5-[(triethylsilyl)oxy]-, (3aR,4R,5R,6aS)- synthesis

12synthesis methods
60623-67-8 Synthesis
(3aR,4R,5R,6aS)-Hexahydro-5-hydroxy-4-[(1E)-3-oxo-1-octen-1-yl]-2H-cyclopenta[b]furan-2-one

60623-67-8
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2H-Cyclopenta[b]furan-2-one, hexahydro-4-[(1E)-3-oxo-1-octen-1-yl]-5-[(triethylsilyl)oxy]-, (3aR,4R,5R,6aS)-

128948-11-8
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Yield: 90%

Reaction Conditions:

with 1H-imidazole in N,N-dimethyl-formamide at 0 - 20; for 8 h;

Steps:

4.3 (3) Synthesis of compound 4d
Compound 3 (4.8g, 18mmol) was dissolved in anhydrous DMF (100mL), placed at 0°C, imidazole (3.7g, 54mmol) and TESCl (22mmol, 3.3g) were slowly added to the above solution, and then transferred To room temperature, the reaction was stirred for 8h. After the reaction is complete, add water to quench the reaction, extract with ethyl acetate (30mL×3), combine the organic phases, wash with saturated brine, dry with anhydrous Na2SO4, filter, concentrate, and separate and purify by column chromatography to obtain compound 4d (6.2g, 90%).

References:

NANJING QIYUN GAOHUO PHARMACEUTICAL TECH CO LTD;Nanjing Qiyungaohuo Pharmaceutical Technology Co., Ltd.;THE INVENTOR HAS WAIVED THE RIGHT TO BE MENTIONED;Bu Gonggaofamingren CN111777537, 2020, A Location in patent:Paragraph 0174; 0181-0183