5809-68-7

Usage

InChI:InChI=1/C30H28N4O4/c1-2-38-30(37)23(20-31)19-21-9-11-24(12-10-21)33-16-13-32(14-17-33)15-18-34-28(35)25-7-3-5-22-6-4-8-26(27(22)25)29(34)36/h3-12,19H,2,13-18H2,1H3/b23-19+

Upstream product

• 19721-22-3 3-sulfanylpropanol 
• 67-64-1 acetone 
• 107-03-9 1-thiopropane 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 144686-27-1 2,2-dimethyl-4-(2-methoxycarbonyl-1-phenylethyl)-1,3-oxathiane 3,3-dioxide 
• 114212-80-5 2,2-dimethyl-4-(α-hydroxybenzyl)-1,3-oxathiane 3,3-dioxide 
• 107840-94-8 2,2-dimethyl-4-(1-hydroxycyclohexyl)-1,3-oxathiane 3,3-dioxide 
• 114212-78-1 4-(cyclohexylhydroxymethyl)-2,2-dimethyl-1,3-oxathiane 3,3-dioxide 
• 107840-93-7 4-benzyl-2,2-dimethyl-1,3-oxathiane 3,3-dioxide 

Relevant academic research and scientific papers

2,2-Dimethyl-1,3-oxathiane 3,3-dioxide: A γ-hydroxypropyl anion equivalent

The reaction of 4-lithio-2,2-dimethyl-1,3-oxathiane 3,3-dioxide with various electrophiles is presented. Acylation of the anion provided labile 4-acyl-2,2-dimethyl-1,3-oxathiane 3,3-dioxides which underwent desulfonation with silica gel to produce γ-hydroxy ketones with three carbon unit elongation. Thus, 4-lithio-2,2-dimethyl-1,3-oxathiane 3,3-dioxide was shown to be a useful synthetic equivalent of a γ-hydroxypropyl anion. Methyl esters proved to be the best acylating agents in this reaction. Synthetic utility of this carbon chain elongation was illustrated by the syntheses of dl-lanceol and dl-dihydrojasmone.

Oxathiane and oxathiolane derivatives as perfuming agents

1,3-Oxathiane and 1,3-oxathiolane derivatives, some which are new, are disclosed as being useful as perfuming and flavoring agents for the preparation of perfumes and perfumed articles and for the manufacture of artificial flavors, flavored foodstuffs, animal feeds, beverages, pharmaceutical preparations and tobacco products.