6947-09-7

Basic information

• Product Name: dipropan-2-yl 2-hydroxybutanedioate
• CAS NO: 6947-09-7
• Molecular Formula: C₁₀H₁₈O₅
• Molecular Weight: 218.2469
• Mol File: 6947-09-7.mol

Chemical Properties

• Boiling Point: 301.2°C at 760 mmHg
• Flash Point: 108.4°C
• Density: 1.095g/cm³
• Vapor Pressure: 0.000105mmHg at 25°C
• Refractive Index: 1.448
• CAS DataBase Reference: dipropan-2-yl 2-hydroxybutanedioate(CAS DataBase Reference)
• NIST Chemistry Reference: dipropan-2-yl 2-hydroxybutanedioate(6947-09-7)
• EPA Substance Registry System: dipropan-2-yl 2-hydroxybutanedioate(6947-09-7)

Safety Data

• Hazardous Substances Data: 6947-09-7(Hazardous Substances Data)

Upstream product

• 97-67-6 (S)-Malic acid 
• 67-63-0 isopropyl alcohol 
• 75-30-9 2-iodo-propane 
• 72816-63-8 di-i-propyl 2-oxo-butandioate 
• 617-48-1 malic acid 
• 7719-09-7 thionyl chloride 
• 75-09-2 dichloromethane 
• 220038-45-9 DIPT 
• 2217-15-4 L-(+)-diisopropyl tartrate 
• 636-61-3 D-Malic acid 
• 371160-97-3 tert-butyl-[(2R,5S,6S)-5,6-dimethoxy-5,6-dimethyl-3-oxo-[1,4]dioxan-2-yl]-acetate 
• 62961-64-2 D-(-)-diisopropyl tartrate 
• 127854-45-9 (4S,5S)-2,2-Dioxo-2λ⁶-[1,3,2]dioxathiolane-4,5-dicarboxylic acid diisopropyl ester 

Downstream Products

• 117471-08-6 (R)-2-Benzyl-3-hydroxy-succinic acid diisopropyl ester 

Relevant articles and documents

Synthesis of unnatural (R)-malates from L-tartrates

The cyclic thionocarbonates of L-tartrates were cleanly converted to (R)-malates by treating with magnesium iodide or magnesium and iodine.

A practical synthesis of D-malate esters from L-tartrate esters

D-malate esters were synthesized in one-pot from L-tartrate esters in 70-80% overall yields via the corresponding tartrate cyclic sulfites.

Preparation of enantiopure butane-2,3-diacetals of glycolic acid and alkylation reactions leading to α-hydroxyacid and amide derivatives

The preparation of butane-2,3-diacetal protected glycolic acid and related systems is described together with highly selective alkylation reactions of (R,R) and (S,S) butanediacetal protected glycolic acid. These compounds are readily deprotected to give

Process for the preparation of (4R,6S)-4-hydroxy-6-hydroxymethyl-tetrahydropyran-2-one

The present invention relates to an improved, efficient and enantio-selective process for the synthesis of (4R, 6S)-4-hydroxy-6-hydroxymethyl tetrahydropyran-2-one, employing the Sharpless asymmetric dihydroxylation and regiospecific nucleophilic hydride opening of the cyclic sulfite/sulfate as the key steps. The invention also resides in the intermediates used in the process.

Butane-2,3-diacetal-desymmetrized glycolic acid - A new building block for the stereoselective synthesis of enantiopure α-hydroxy acids

According to a chiral memory protocol, a chiral glycolic acid equivalent, the butane-2,3-diacetal-desymmetrized glycolate 2, is obtained from chiral 3-halopropane-1,2-diols 1. Compound 2 is a new and effective building block for the synthesis of mono- and

Enantiomerically pure tetrahydro-5-oxo-2-furancarboxylic esters from dialkyl 2-oxoglutarates

Enantiomerically pure tetrahydro-5-oxo-2-furancarboxylic esters can be prepared either by enzymatic resolution of the racemic γ-lactones themselves or by bioreduction with baker's yeast of dialkyl 2-oxoglutarates and subsequent cyclization of the resulting dialkyl 2-hydroxyglutarates. The best results were obtained by the former route, by which the desired compounds were isolated in high enantiomeric excess. Bioreductions were less satisfactory. In fact the hydroxyester intermediates were initially formed as racemic mixtures and their final enantiomeric enrichment was reached by asymmetric destruction, occurring in the bioreaction medium, however at the same time large amounts of alkyl 4-hydroxybutanoates were formed as side products.

C-TERMINAL KETONE INHIBITORS OF MATRIX METALLOPROTEINASES AND TNF ALPHA SECRETION

C-terminal compounds of formula STR1 are potent inhibitors of matrix metalloproteinase and are useful in the treatment of diseases in which matrix metalloproteinase play a role. Also disclosed are matrix metalloproteinase inhibiting compositions and a method of inhibiting matrix metalloproteinase in a mammal.

Esterification in dry media using ferric perchlorate adsorbed on silica gel

Adsorption of Fe(ClO4)3(H2O)6 onto chromatographic grade silica gel in the presence of alcohol ( to be used for esterification ) produces a supported reagent, Fe(ClO4)3(ROH)6/SiO2. This reagent, has been found effective for the rapid and high yield of esters, on grinding in the presence of carboxylic acids using pestle and mortar in the solid state.

Ruthenium-catalyzed production of cyclic sulfates

A ruthenium catalyzed method to synthesize cyclic sulfate compounds from the corresponding cyclic sulfites, and the cyclic sulfate reaction products obtained by this method. These cyclic sulfates further react with selected nucleophiles to give various substituted products. The method is an efficient means for the synthesis of chiral building blocks from tartaric acid enantiomers in high yields using an overall two-stage, one-pot reaction procedure. The chiral compounds can be transformed by nucleophilic reactions into chiral building blocks useful for the synthesis of natural biologically active products, such as antibiotics and pheromones.

Process for the stereoselective transformation of a diol to an alcohol

An efficient and commerically-viable method for the stereoselective transformation of a diol to an alcohol is disclosed. The present method is particularly well-suited for the preparation of the unnatural D-isomer of malic acid or its derivatives from the abundant naturally occurring L-tartaric acid or derivatives thereof.