108865-84-5

Basic information

• Product Name: 1,3-Dioxolane-4-carboxylicacid,2,2-dimethyl-,methylester(9CI)
• Synonyms: 1,3-Dioxolane-4-carboxylicacid,2,2-dimethyl-,methylester(9CI);1,3-Dioxolane-4-carboxylicacid,2,2-diMethyl-Methylester;Methyl (^+)-2,2-diMethyl-1,3-dioxolane-4-carboxylate, 97+%;2,2-DiMethyl-[1,3]dioxolane-4-carboxylic acid Methyl ester;Methyl (+/-)-2,2-diMethyl-1,3-dioxygenolane-4-carboxylate;)-2,2-dimethyl-1,3-dioxolane-4-carboxylate;Methyl (±
• CAS NO: 108865-84-5
• Molecular Formula: C₇H₁₂O₄
• Molecular Weight: 160.17
• Product Categories: CARBOXYLICESTER
• Mol File: 108865-84-5.mol

Chemical Properties

• Boiling Point: 70-75℃/10mm
• Flash Point: 173°(343°F)
• Appearance: /
• Density: 1.106
• CAS DataBase Reference: 1,3-Dioxolane-4-carboxylicacid,2,2-dimethyl-,methylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxolane-4-carboxylicacid,2,2-dimethyl-,methylester(9CI)(108865-84-5)
• EPA Substance Registry System: 1,3-Dioxolane-4-carboxylicacid,2,2-dimethyl-,methylester(9CI)(108865-84-5)

Safety Data

• Hazardous Substances Data: 108865-84-5(Hazardous Substances Data)

Usage

Uses

Methyl (+/-)-2,2-dimethyl-1,3-dioxolane-4-carboxylate is used as pharmaceutical intermediate.

Upstream product

• 615-34-9 methyl glycerate 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 5736-06-1 2,3-dihydroxypropionic acid isopropylidene ketal 
• 67-64-1 acetone 
• 104753-58-4 2,2-dimethyl-1,3-dioxolane-4-carboxylic acid,sodium salt 
• 186581-53-3 diazomethane 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 77-76-9 2,2-dimethoxy-propane 
• 83400-91-3 2,2-dimethyl-1,3-dioxolane-4-carboxylic acid potassium salt 

Downstream Products

• 915193-74-7 (+/-)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid hydrazide 
• 148065-34-3 (+/-)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid amide 
• 5736-06-1 2,3-dihydroxypropionic acid isopropylidene ketal 
• 363-77-9 ethyl 2,4-difluoro-3-oxobutanoate 
• 477842-53-8 4-(1-Hydroxy-3-phenylsulfanyl-propyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester 
• 1026631-82-2 4-(1-Hydroxy-2-phenylselanyl-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester 
• 60456-21-5 methyl (4S)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 
• 132900-79-9 7-Benzenesulfinyl-9-hydroxy-2,2-dimethyl-1,3-dioxa-spiro[4.4]nonan-6-one 
• 132900-78-8 4-(3-Benzenesulfinyl-1-hydroxy-propyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester 
• 158091-91-9 C₁₇H₂₃NO₄ 
• 158091-91-9 C₁₇H₂₃NO₄ 
• 102045-96-5 2,3-O-isopropylidene-L-glyceric acid 
• 52373-72-5 methyl (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 
• 615-34-9 methyl glycerate 

Relevant articles and documents

Concise Asymmetric Synthesis of Kweichowenol A

An asymmetric 11-step synthesis of the polyoxygenated cyclohexene natural product kweichowenol A from the traditional Chinese medicinal herb Uvaria kweichowesis is reported. The oxygenation pattern was installed on a linear precursor by exploiting the acyclic stereocontrol of the Kiyooka aldol reaction, as well as Cram chelate-controlled Grignard reactions. Ring-closing metathesis and a selective benzoylation then gave the natural product.

Investigation of glycerol incorporation into soraphen A

Glycerol has been incorporated mid-chain into the polyketide soraphen A 1 at C-3,4 and C-11,12; the pro-(S)-hydroxymethyl group of glycerol is lost and one of the hydrogens in the pro-(R)-hydroxymethyl group is retained at C-11 which excludes hydroxymalonate as the immediate precursor to the vicinal methoxy groups at C-11,12.

SUBSTITUTED OXAZOLIDINONES

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Method for producing carbonyl compound

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A practical RuCl3-catalyzed oxidation using trichlproisocyanuric acid as a stoichiometric oxidant under mild nonacidic conditions

The combined use of catalytic RuCl3 (1.0 mol %) and stoichiometric trichloroisocyanuric acid (TCCA; 1.0 equiv) in the presence of n-Bu4NBr (2.0 mol %) and K2CO3 (3.0 equiv) in 1:1 MeCN/H2O at 25-45°C allows smooth oxidation of primary alcohols to carboxylic acids. Secondary alcohols can be oxidized to ketones when using the same set of the reagents in 1:1 MeCN/ H2O or 1:1 AcOEt/H2O. By proceeding under the nonacidic biphasic conditions dispensing with hazardous reagents, the oxidation reactions are applicable to structurally diverse alcohols, easy to work up, environmentally benign, and basically high-yielding.

Stereoselectivity of Intramolecular Cyclisations of Nitrones Derived from 3-Oxahept-6-enals

Intramolecular cycloadditions of the nitrones 9 and 14 show moderate to good stereoselections in favour of the cis-fused diastereoisomers 10 or 16, respectively.

Synthesis of Methyl (+/-)-2,3-O-Isopropylideneglycerate by Electrochemical Oxidation of (+/-)-1,2-O-Isopropylideneglycerol

The anodic oxidation of (+/-)-1,2-O-isopropylideneglycerol at a silver/silver oxide electrode with a controlled potential of +0.9 V vs.SCE in 2.5 N sodium hydroxide affords sodium (+/-)-2,3-O-isopropylideneglycerate in a yield of 75percent.Treatment of this salt with dimethyl sulfate and potassium carbonate in boiling acetone leads to methyl (+/-)-2,3-O-isopropylideneglycerate in a yield of 81percent.

Synthesis and Determination of the Enantiomeric Pyrity of (R)- and (S)-2,3-Dihydroxy-3-methylbutyl p-Toluensulfonate

(R)- and (S)-2,3-dihydroxy-3-methylbutyl p-toluenesulfonate, used as building blocks for vitamine D3 metabolites and carotenoids, respectively, were resynthesized since differing melting points and optical rotations are reported in the literature.The give