110994-96-2

Basic information

• Product Name: (R)-(-)-(Z)-(t-butyldiphenylsiloxy)-2 decene-4 oate d'ethyle
• Synonyms: (R)-(-)-(Z)-(t-butyldiphenylsiloxy)-2 decene-4 oate d'ethyle
• CAS NO: 110994-96-2
• Molecular Weight: 452.709
• Mol File: 110994-96-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-(-)-(Z)-(t-butyldiphenylsiloxy)-2 decene-4 oate d'ethyle(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-(Z)-(t-butyldiphenylsiloxy)-2 decene-4 oate d'ethyle(110994-96-2)
• EPA Substance Registry System: (R)-(-)-(Z)-(t-butyldiphenylsiloxy)-2 decene-4 oate d'ethyle(110994-96-2)

Safety Data

• Hazardous Substances Data: 110994-96-2(Hazardous Substances Data)

Upstream product

• 111024-76-1 (R)-(-)-(Z)-hydroxy-2 decene-4 oate d'ethyle 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 4660-80-4 ethyl (R)-(+)-2,3-epoxypropanoate 

Downstream Products

• 100428-42-0 2(R)-<(tert-butyldiphenylsilyl)oxy>dec-4(Z)-enal 

Relevant articles and documents

Preparation d'α-hydroxyesters et d'α-hydroxyaldehydes enantiomeriquement purs. Application a la synthese enantiospecifique de la pheromone sexuelle de la cochenille Pseudococcus comstocki

Enantiomerically pure glycidic esters may be obtained in good yields by nitrous deamination of (S) or (R) serine; 2-bromo-3-hydroxy propionic acid is obtained and cyclized with alcoholic potash to give potassium glycidate; by reacting this salt with a sulfate, a primary iodide or an active bromide in acetonitrile in the presence of 18-crown-6, various glycidic esters were prepared.The ethyl glycidate reacts with lithiocuprates (alkyl or vinyl) but also with magnesiocuprates to afford a totally regiospecific reaction with the exclusive formation of α-hydroxyesters.The reaction is also possible with acetylides but it is necessary to use aluminium acetylides.With organolithium compounds reaction with the ester function of methyl glycidate occurs, leading to the formation of α-epoxyketones.The reduction of α-hydroxyesters (as protected form) with DIBAL-H at -70 deg C affords the corresponding α-hydroxyaldehydes in nearly quantitative yields.These reactions were applied to the synthesis of (R)-(+)-2,6-dimethyl-1,5-heptadien-3-ol acetate, the sex pheromone of the Comstock Mealybug, Pseudococcus comstocki.