52939-61-4

Usage

InChI:InChI=1/C10H18O/c1-4-7-10(11,8-5-2)9-6-3/h4-5,11H,1-2,6-9H2,3H3

Upstream product

• 106-31-0 butanoic acid anhydride 
• 556-56-9 allyl iodid 
• 105-54-4 butanoic acid ethyl ester 
• 4635-59-0 4-Chlorobutanoyl chloride 
• 1730-25-2 allylmagnesium bromide 
• 817-76-5 2-chloropropyl methyl ester 
• 141-75-3 butyryl chloride 
• 107-05-1 3-chloroprop-1-ene 
• 623-42-7 butanoic acid methyl ester 
• 18854-66-5 tris(allyl)aluminum 
• 106-95-6 allyl bromide 

Downstream Products

• 124-38-9 carbon dioxide 
• 64-19-7 acetic acid 
• 107-92-6 butyric acid 
• 17312-72-0 4,4-dipropylheptane 

Relevant academic research and scientific papers

An efficient of Grignard-type procedure for the preparation of gem-diallylated compound

An efficient and a new procedure for the conversion of various carboxylic acid derivatives into the corresponding gem-diallylated compound under mild reaction condition has been developed. The triallylaluminum mediated Grignard-type addition of carboxylic acid derivative was utilized as a key operation to affect the transformation. The procedure is operationally simple, giving good to excellent product yields for a broad range of substrates. The chemoselectivity and regioselectivity of triallylaluminum were also demonstrated.

Metal zinc-promoted gem-bisallylation of acid chlorides with allyl chlorides in the presence of chlorotrimethylsilane

Treatment of acid chlorides (2) with allyl chlorides (1) in the presence of zinc dust and a catalytic amount of chlorotrimethylsilane (TMSCl) in THF brought about highly facile and effective coupling to give the corresponding gem-bisallylation products, 4-hydroxy-penta-1,6-dienes (3), in good to excellent yields. These reactions are assumed to proceed through allylzinc intermediates generated in situ.

Allylation of esters promoted by metallic dysprosium in the presence of mercuric chloride

In the presence of mercuric chloride, the reactions of esters with allyl bromide and metallic dysprosium in anhydrous THF give diallyl alkyl carbinols in good yields. When γ-butyrolactone is used as the substrate, the corresponding product is 4-allyl-6-heptene-1, 4-diol.

γ-Substituted Secondary Organoalkaline Compounds and their Chlorinated Precursors: Synthetic Applications

The preparation of γ-functionalised secondary organoalkaline metal compounds starting from methyl 3-chlorobutanoate (obtained by addition of hydrogen chloride to commercially available methyl trans-2-butenoate) is described.Reactions of these metallated compounds with suitable electrophilic reagents leads to a variety of tertiary alcohol derivatives.

3-Alkyl-3-hydroxyglutaric acids: A new class of hypocholesterolemic HMG CoA reductase inhibitors. 1

Derivatives of 3-hydroxy-3-methylglutaric acid (HMG), a portion of the substrate for HMG CoA reductase, were prepared and tested for their inhibitory action against rat liver HMG CoA reductase and for their hypocholesterolemic activity. Structure-dependent competitive inhibition was observed. Optimal structures had a freee dicarboxylic acid with an alkyl group of 13-16 carbons at position 3. 3-n-Pentadecyl-3-hydroxyglutaric acid (IC50 = 50 μM) reduced serum cholesterol in the Triton-treated rat and HMG CoA reductase activity in the 20,25-diazacholesterol-treated rat.