Hexanal, from methyl hexanoate

A synthesis of elasnin has been reported that utilizes compound 10A as a key intermediate. Suggest a synthesis of 10A from methyl hexanoate and hexanal. 

A substance known as elastase is involved in arthritis, various inflammations, pulmonary emphysema, and pancreatitis. Elastase activity can be inhibited by a compound known as elasnin, obtained from the culture broth of a particular microorganism. The structure of elasnin is shown. A synthesis of elasnin has been reported which utilized compound E as a key intermediate. Suggest a synthesis of compound E from methyl hexanoate and hexanal. 

CIC The powerful odour is dominated by 2-isobutyl thiazole and 3-pentanethiol. The green notes are lipid degradation products like (E)-2-hexenal, hexanal and higher unsaturated aldehydes, the pineapple-pear like fruity notes are derived from methyl hexanoate, ethyl-2-hexenoate and hexyl acetate. The spicy cinnamon notes are represented by 3-phenyl propyl acetate, cinnamyl acetate, methyl cinnamate, ethyl cinna-mate and ciimamaldehyde. Gamma-decalactone and 2,5-dimethyl-4-hydroxy-furan-3(2H)-one and 3-hydroxy-2-butanone add the sweet, creamy body. Beta-famesene, citronellol, 2-phenylethanol, beta-ionone add the sweet, floral, quincelike part and methyl benzoate and ethyl benzoate impart a characteristic medicinal, exotic topnote. 

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