93714-03-5

Basic information

• Product Name: (E)-Ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate
• CAS NO: 93714-03-5
• Molecular Formula: C₁₁H₁₈O₄
• Molecular Weight: 214.26
• Mol File: 93714-03-5.mol

Chemical Properties

• CAS DataBase Reference: (E)-Ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-Ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate(93714-03-5)
• EPA Substance Registry System: (E)-Ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate(93714-03-5)

Safety Data

• Hazardous Substances Data: 93714-03-5(Hazardous Substances Data)

Usage

Uses

Used in Fragrance and Flavor Industry:
(E)-Ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate is used as a key component in the creation of various fragrances and flavors due to its distinct fruity scent. Its incorporation enhances the sensory experience of consumer products, making it a valuable addition to the industry.
Used in Pharmaceutical Synthesis:
In the pharmaceutical sector, (E)-Ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate serves as an essential intermediate in the synthesis of various medicinal compounds. Its unique chemical structure allows for the development of new drugs with potential therapeutic benefits.
Used in Agricultural Chemicals:
(E)-Ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate is also utilized in the production of agricultural chemicals, such as pesticides and herbicides. Its role in these applications contributes to the development of more effective and environmentally friendly solutions for crop protection and management.

Upstream product

• 3699-66-9 ethyl 2-diethoxyphosphorylpropionate 
• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 21382-82-1 (carbethoxyethylidene)triphenylphosphorane 
• 22323-80-4 (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde 
• 535-11-5 Ethyl 2-bromopropionate 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 5736-03-8 (d,l) isopropylidene glyceraldehyde 

Downstream Products

• 93635-76-8 (2S,3R)-3-[(4R)-2,2-dimethyl-[1,3]dioxolane-4-yl]-2,3-dihydroxy-2-methylpropionic acid ethyl ester 
• 93635-77-9 C₂₇H₂₂O₈ 
• 93636-26-1 ethyl 4,5-O-isopropylidene-2-C-methyl-D-xylonate 
• 7392-74-7 C₂₇H₂₂O₈ 
• 492-30-8 2-C-methyl-DL-arabinono-1,4-lactone 
• 93635-76-8 ethyl 4,5-O-isopropylidene-2-C-methyl-DL-arabinonate 
• 93635-76-8 ethyl 4,5-O-isopropylidene-2-C-methyl-DL-xylonate 

Relevant articles and documents

Preparation method of 2-C-methyl-4, 5-O-(1-methylvinyl)-D-arabitic acid ethyl ester

The invention discloses a preparation method of 2-C-methyl-4, 5-O-(1-methylvinyl)-D-arabitic acid ethyl ester (formula I). Compared with the prior art, the preparation method has short reaction steps,reduces the use of organic solvents and generation of solid waste. At the same time, the used reagents are all conventional reagents, the method has the characteristics of simple operation, mild reaction conditions and environmental friendliness, and can achieve industrial preparation of 2-C-methyl-4, 5-O-(1-methylvinyl)-D-arabitic acid ethyl ester.

Spongipyran synthetic studies. Total synthesis of (+)-spongistatin 2

Evolution of a convergent synthetic strategy to access (+)-spongistatin 2 (2), a potent cytotoxic marine macrolide, is described. Highlights of the synthesis include: development of a multicomponent dithiane-mediated linchpin union tactic, devised and implemented specifically for construction of the spongistatin AB and CD spiro ring systems; application of a CaII ion controlled acid promoted equilibration to set the thermodynamically less stable axial-equatorial stereogenicity in the CD spiroketal; use of sulfone addition/Julia methylenation sequences to unite the AB and CD fragments and introduce the C(44)-C(51) side chain; and fragment union and final elaboration to (+)-spongistatin 2 (2) exploiting Wittig olefination to unite the advanced ABCD and EF fragments, followed by regioselective Yamaguchi macrolactonization and global deprotection. Correction of the CD spiro ring stereogenicity was subsequently achieved via acid equilibration in the presence of CaII ion to furnish (+)-spongistatin 2 (2). The synthesis proceeded with a longest linear sequence of 41 steps.

Synthesis of 5-Hydroxymethyl-3-methylfuran-2(5H)-one

5-hydroxymethyl-3-methylfuran-2(5H)-one,the intermediate in the synthesis of lepiochlorin, was prepared by hydrolysis of ethyl (Z)-3-(2,2-dimethyl-1,3-dioxane-4-yl)-2-propenoate resulting from condensation of 2,3-O-isopropylideneglyceraldehyde with ethyl 2-diethoxyphosphinoylpropionate.

CHIRAL ROUTE TO cis-CARONALDEHYDE FROM D-MANNITOL

A chiral route to cis-caronaldehyde, a key intermediate of cis-pyrethroid insecticides as well as an efficient resolving agent for secondary alcohols, has been developed using D-mannitol as the starting material employing a sequential one-pot sodium periodate cleavage and Horner-Emmons condensation in an aqueous medium as the key stage.