78086-72-3

Basic information

• Product Name: Methyl (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylate
• Synonyms: Methyl (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylate technical, >=90% (sum of enantiomers, GC);(2R,3S)-4-desoxy-2,3-O-isopropylidene-L-threonate de methyle, (4R)-trans-2,2,5-trimethyl-4-(methoxycarbonyl)-1,3-dioxolane, methyl (4R,5S)-2,2,5-trimethyl-1,3-dioxalane-4-carboxylate, methyl (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylate, methyl (4R)-2,2,5-trimethyl[1,3]dioxolane-4-carboxylate, methyl (2R,3S)-dihydroxybutyrate acetonide;4-DEOXY-2,3-O-ISOPROPYLIDENE-L-THREONIC ACID METHYL ESTER;METHYL (2R,3S)-2,3-O-ISOPROPYLIDENE-2,3-DIHYDROXYBUTYRATE;METHYL (4R,5S)-2,2,5-TRIMETHYL-1,3-DIOXOLANE-4-CARBOXYLATE;METHYL 4-DEOXY-2,3-O-ISOPROPYLIDENE-L-THREONATE;Methyl(2R,3S)-2,3-o-isopropylidene-2,3-dihydroxy-butyratetechabou;Methyl(2R,3S)-2,3-o-isopropylidene-2,3-dihydroxy-butyratetechabout90%
• CAS NO: 78086-72-3
• Molecular Formula: C₈H₁₄O₄
• Molecular Weight: 174.19
• Mol File: 78086-72-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 243.8°C at 760 mmHg
• Flash Point: 50 °C
• Appearance: /
• Density: 1.06 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.0314mmHg at 25°C
• Refractive Index: n20/D 1.422
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• BRN: 4667377
• CAS DataBase Reference: Methyl (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylate(78086-72-3)
• EPA Substance Registry System: Methyl (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylate(78086-72-3)

Safety Data

• Statements: 10
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 78086-72-3(Hazardous Substances Data)

Usage

General Description

Methyl (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylate is a chemical compound with the molecular formula C9H16O4. It belongs to the class of organic compounds known as carboxylic acid esters, which are formed by the bonding of a carboxylic acid group (COOH) with an alcohol molecule (ROH). This specific compound is a derivative of dioxolane, a heterocyclic organic compound. The 2,2,5-trimethyl-1,3-dioxolane-4-carboxylate group in the molecule implies the presence of a five-membered ring containing an oxygen atom and a carboxylic acid ester functional group. This particular compound has potential applications in the field of pharmaceuticals and medicinal chemistry due to its structure and properties. Overall, Methyl (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylate is a chemical compound with a complex structure that holds promise for various applications in the chemical and pharmaceutical industries.

InChI:InChI=1/C8H14O4/c1-5-6(7(9)10-4)12-8(2,3)11-5/h5-6H,1-4H3/t5-,6+/m0/s1

Upstream product

• 10133-06-9 methyl (+/-)-trans-(2,3)-epoxy butanoate 
• 67-64-1 acetone 
• 10133-07-0 trans-2,3-Epoxy-buttersaeuremethylester 

Downstream Products

• 84519-53-9 (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carbaldehyde 
• 107983-40-4 (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylic acid 
• 78016-92-9 Benzoic acid (E)-2-((4S,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-octadec-2-enyl ester 
• 78016-92-9 Benzoic acid (Z)-2-((4S,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-octadec-2-enyl ester 
• 78016-91-8 Benzoic acid 2-oxo-2-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-ethyl ester 
• 445380-24-5 (1'E,4R,5S)-4-(7'-benzyloxy-3'-oxohept-1'-en-1'-yl)-2,2,5-trimethyl-1,3-dioxolane 
• 809277-06-3 (4R,5S)-2-Benzyloxymethyl-5-methyl-[1,3]dioxolane-4-carboxylic acid methyl ester 
• 41167-51-5 (4S,5S)-4-hydroxymethyl-2,2,5-trimethyl-[1,3]-dioxolane 
• 93367-13-6 (-)-1-O-p-toluenesulfonyl-4-deoxy-L-threytol 
• 82010-51-3 (+/-)-2,2,5-trimethyl-cis-1,3-dioxolane-4-carboxaldehyde 

Relevant articles and documents

Stereoselective Synthesis of Alcohols, XII. Synthesis of the C-9/C-13 Partial Structure of Methynolide

Reduction of the β-ketoester 5 by yeast led to the β-hydroxyester 7, which was converted to the epoxyesters 13 and 15.Their transformation into the dioxolane carboxylic esters 14 and 16 by SnCl4/acetone proceeded under inversion at C-3.The structure 14 was secured by independent synthesis from D-ribonolactone.The enolate derived from 14 or 16 gave on methylation predominantly the cis-substituted product 21.The isomeric product 2 was obtained from D-fructose in six steps.