69343-73-3

Usage

Uses

Used in Organic Synthesis:
3-Methyl-2-(3-methylbut-2-enyl)butane-1,3-diol is utilized as a building block in organic synthesis for the production of various compounds.
Used in Pharmaceutical Industry:
This chemical has potential applications in the pharmaceutical industry, likely due to its unique structure and functional groups.
Used in Fragrance Industry:
3-Methyl-2-(3-methylbut-2-enyl)butane-1,3-diol may also be employed in the fragrance industry, possibly for its ability to contribute to the scent profile of various products.
Used in Cosmetic and Personal Care Products:
It has properties that make it potentially useful as a stabilizer or emulsifier in cosmetic and personal care products, enhancing their performance and shelf life.

InChI:InChI=1/C10H20O2/c1-8(2)5-6-9(7-11)10(3,4)12/h5,9,11-12H,6-7H2,1-4H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 60-29-7 diethyl ether 
• 84434-63-9 3-hydroxymethyl-6-methyl-hept-5-en-2-one 
• 54109-51-2 ethyl 5-methyl-2-methylenehex-4-enoate 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 215780-18-0 5-Methyl-2-{[((Z)-2-methyl-but-2-enyl)-diphenyl-silanyl]-methyl}-hex-4-enoic acid ethyl ester 
• 215780-27-1 2,6-Dimethyl-3-{[((Z)-2-methyl-but-2-enyl)-diphenyl-silanyl]-methyl}-hept-5-en-2-ol 
• 870-63-3 prenyl bromide 
• 215780-28-2 1,1-Diphenyl-1-sila-2-oxa-3,3-dimethyl-4-(3-methylbut-2-enyl)cyclopentane 
• 64-18-6 formic acid 
• 115-18-4 2-methyl-3-buten-2-ol 

Downstream Products

• 58461-27-1 (+/-)-lavandulol 

Relevant academic research and scientific papers

A synthesis of (±)-lavandulol using a silyl-to-hydroxy conversion in the presence of 1,1-disubstituted and trisubstituted double bonds

Silylcuprates and silylzincates react with α,β-unsaturated aldehydes, esters, ketones and amides 19 unsubstituted at the β-position in higher yield if trimethylsilyl chloride is present. Applying this method, conjugate addition of the silylcuprate 26 derived from (Z)-chloro(2-methylbut-2-enyl)diphenylsilane 24, itself prepared by an improved route, to 3-methylene-6-methylhept-5-en-2-one 25 gave 3-[(Z)-2-methylbut-2-enyl(diphenyl)silyl]methyl-6-methylhept-5-en-2-one 27. A Wittig reaction gave 3-[(Z)-2-methylbut-2-enyl(diphenyl)silyl]methyl-2,6-dimethylhepta-1,5-diene 28 and silyl-to-hydroxy conversion gave lavandulol 1, even in the presence of the 1,1-disubstituted and trisubstituted double bonds. The hydroxy group of the 3-hydroxysilane, 2,6-dimethyl-3-{[(Z)-2-methylbut-2-enyl]diphenylsilyl}methylhept-5-en-2-ol 30, activated the allylsilane group towards protodesilylation. Chloro(diphenyl)methallylsilane 35 is easier to make than the chloride 24, and should be an alternative allylsilane that can make a lithium and hence a cuprate reagent like 26.

CONDENSATIONS BIOMIMETIQUES: EDIFICATION DE SQUELETTES TERPENIQUES A PARTIR DE SYNTHONS ISOPRENIQUES

The action of perchloric, trifluoroacetic and formic acids on the 1,1-(and 3,3-) dimethylallylic alcohols has been studied.In the presence of formic acid in dichloromethane 2-methyl-3-butene-2-ol (DMVC) has been condensed on the acetate of 3-methyl-3-butene-1-ol (IPA) giving geranylic and lavandulylic type 1,1-adducts.Saponification, dehydration, oxidation and isomerisation of the former type lead to citral.In the same medium, DMVC produces (after saponification) a C10 glycol which upon dehydration produces lavandulol in a convenient way.Geraniol and its acetate have been condensed with low yield on IPA giving farnesylic derivatives.