Synthesis of 2-Normisoprostol, Methyl 6-(3-Hydroxy-2-((E)-4-hydroxy-4-methyloct-1-enyl)-5-oxocyclopentyl) hexanoate

M Harikrishna, HR Mohan, PK Dubey…

Index: Harikrishna; Mohan, H. Rama; Dubey; Subbaraju, Gottumukkala V. Synthetic Communications, 2009 , vol. 39, # 15 p. 2763 - 2775

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Citation Number: 5

Abstract

Abstract Synthesis of 2-normisoprostol, methyl 6-(3-hydroxy-2-((E)-4-hydroxy-4-methyloct-1- enyl)-5-oxocyclopentyl) hexanoate (3), employing two-component coupling strategy based on 1, 4-addition followed by DDQ-mediated triethyl silyl deprotection is reported. Desired key intermediates, methyl 6-(3-triethyl silyloxy-5-oxocyclopent-1-enyl) hexanoate (4) and (E)- 1-(tributylstannyl)-4-methyloct-1-en-4-yloxy) triethylsilane (5), were prepared from ...