129245-53-0

Upstream product

• 114047-92-6 (2R,4S,6R,8R,9S)-4-Hydroxy-8-isopropyl-9-methyl-2-prop-2-enyl-1,7-dioxaspiro<5.5>undecane 
• 114047-83-5 Ethyl (1R,2S,5S)-2-hydroxy-5-methyl-4-oxo-2-(2-trimethylsilyl-3-furyl)cyclohexanecarboxylate 
• 114047-84-6 Ethyl (1R,4S,6S)-2,6-dihydroxy-3-methyl-6-(2-trimethylsilyl-3-furyl)cyclohex-2-enecarboxylate 
• 129312-19-2 Ethyl (1R,2S,4S,5S)-2,4-dihydroxy-5-methyl-2-(2-trimethylsilyl-3-furyl)cyclohexanecarboxylate 
• 129263-84-9 Ethyl (1R,4S,6S)-6-hydroxy-4-methoxy-3-methyl-6-(2-trimethylsilyl-3-furyl)cyclohex-2-enecarboxylate 
• 188476-98-4 (2R,4S,6R,8R,9S)-4-tert-Butyldimethylsilyloxy-9-methyl-8-isopropyl-2-prop-2-enyl-1,7-dioxaspiro<5.5>undecane 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 2916-68-9 2-(Trimethylsilyl)ethanol 
• 186581-53-3 diazomethane 
• 129285-24-1 2-Trimethylsilyl (1R,4S,6S)-6-hydroxy-4-methoxy-3-methyl-6-(2-trimethylsilyl-3-furyl)cyclohex-2-enecarboxylate 
• 188472-62-0 2-Trimethylsilylethyl (1R,4S,6S)-6-hydroxy-6-(5-hydroxy-2-oxo-1-oxacyclopent-3-en-3-yl)-4-methoxy-3-methylcyclohex-2-enecarboxylate 

Downstream Products

• 129245-54-1 (1R,4S,6S)-6-<(6R,2Z,4E,8E)-6,8-Dimethyl-10-<(2R,4S,6R,8R,9S)-4-hydroxy-9-methyl-8-isopropyl-1,7-dioxaspiro<5.5>undecan-2-yl>-1-methoxy-1-oxodeca-2,4,8-trien-2-yl>-6-hydroxy-4-methoxy-3-methylcyclohex-2-enecarboxylic acid 

Relevant academic research and scientific papers

Total synthesis of milbemycin E: Resolution of the C(1)-C(10) fragment and final assembly

The racemic hydroxycyclohexanone (±)-7, prepared by the Robinson addition of the keto ester 5 to 3-methylbut-3-enone 6, has been reduced stereoselectively to give the racemic cyclohexanediol (±)-8. This has been resolved by fractional crystallisation of t

A Total Synthesis of Milbemycin E

Milbemycin E (1) and 3,4-dihydromilbemycin E (34) have been synthesized, the C(1)-C(10) fragment being prepared using a stereoselective Robinson annelation.