(2S,3R)-Ethyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate

Basic Information

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CAS Number

93635-76-8

Molecular Formula

C11H20O6

Molecular Weight

248.27 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

75.0-75.5 ºC

Boiling Point

361.5°C at 760 mmHg

Density

1.185±0.06 g/cm3 (20 ºC 760 Torr),

SMILES

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CCOC(=O)C(C)(C(C1COC(O1)(C)C)O)O

InChI

InChI=1S/C11H20O6/c1-5-15-9(13)11(4,14)8(12)7-6-16-10(2,3)17-7/h7-8,12,14H,5-6H2,1-4H3/t7-,8-,11+/m1/s1

InChIKey

BHCHXRCKXIVVCN-XLDPMVHQSA-N

LogP

-0.1871000000000005

Topological Polar Surface Area

85.22000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

290

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Synonyms & References

English

(2S,3R)-Ethyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate
3-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,3-dihydroxy-2-methyl-propionic acid ethyl ester
D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester
D-ARABINONIC ACID,2-C-METHYL-4,5-O-(1-METHYLETHYLIDENE)ETHYL ESTER
ethyl (2S,3R)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,3-dihydroxy-2-methylpropanoate
(2S,3R)-3-[(4R)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-2-methyl-propionic acid ethyl ester
(2S,3R,4R)-4,5-O-isopropylidene-2,3,4,5-tetrahydroxy-2-methyl-pent
2-C-Methyl-4,5-O-(1-methylethylidene)-D-arabinonic acid ethyl ester
D-Arabinonic acid,2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl
ethyl 4,5-O-isopropylidene-2-C-methyl-D-arabinonate
X8443
4,5-O-ISOPROPYLIDENE-2-C-METHYL-D-ARABINONATE
D-ARABINONIC ACID,2-C-METHYL-4,5-O-(1-METHYLETHYLIDENE)-,ETHYL ESTER
D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-, ethyl ester
(2S,3R)-3-((4R)-2,2-Dimethyldioxolan-4-yl)-2-methyl-2,3-dihydroxypropanoic acid ethyl ester
2-C-Methyl-4,5-O-(1-methylethylidene)-
Ethyl 2-C-methyl-4,5-O-(1-methylethylidene)-D-arabinonate (ACI)
D
ethyl (2S,3R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate
CS-M2472
DTXSID50680992
AC-28966
AKOS022172906
D-Arabinonic acid, 2-C-Methyl-4,5-O-(1-Methylethylidene)-,ethyl ester
MFCD11112138
AS-19467
93635-76-8
(2s, 3r)-3-[(4r)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-2-methyl-propionic acid ethyl ester
(2s,3r)-3-[(4r)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-2-methyl-propionic acid ethyl ester
(2S,3R)-3-[(4R)-2,2-Dimethyl-[1,3]-dioxolan-4-yl]-2,3-dihydroxy-2-methyl-propionic acid ethyl ester
D-ARABINONIC ACID,2-C-METHYL-4,5-O-(1-METHYLETHYLIDENE)-,ETHYL ESTER;(2S,3R)-Ethyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate

MDL Number

MFCD11112138

Customs Code

2932999099

FAQ

What are the physical and chemical properties of (2S,3R)-Ethyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate (CAS: 93635-76-8)?

(2S,3R)-Ethyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate is a colorless or white crystalline solid with a molecular weight of approximately 268.34 g/mol. It is moderately soluble in water and ethanol. This compound exhibits high reactivity due to the presence of hydroxyl and ester groups, making it susceptible to hydrolysis under basic conditions. It is slightly basic with a pKa around 7.5.

How is (2S,3R)-Ethyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate (CAS: 93635-76-8) typically synthesized?

(2S,3R)-Ethyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate can be synthesized via a multistep process involving the reaction of 2,2-dimethyl-1,3-dioxane-4-carbaldehyde with ethyl alcohol in the presence of sodium hydroxide. The yield is typically around 75%, and the reaction is highly selective for the desired stereochemistry.

What industries use (2S,3R)-Ethyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate (CAS: 93635-76-8)?

(2S,3R)-Ethyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate finds applications in the pharmaceutical industry for the synthesis of active pharmaceutical ingredients (APIs). It is also used in the production of certain polymers and as a reagent in organic synthesis for its reactivity with hydroxyl and ester groups. Additionally, it can be employed in the development of sensors for detecting specific chemical compounds.

What precautions should be taken when handling (2S,3R)-Ethyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate (CAS: 93635-76-8)?

When handling (2S,3R)-Ethyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate (CAS: 93635-76-8), it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood to minimize exposure. Spills should be cleaned up using appropriate chemical spill kits, and the material safety data sheet (MSDS) should be consulted for detailed safety information. The compound is moderately reactive and should be stored in a cool, dry place, away from strong acids and bases.