Cas no 37031-29-1 (dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate)

Dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate is a chiral dioxolane derivative widely used as a key intermediate in asymmetric synthesis and pharmaceutical applications. Its rigid cyclic structure and stereochemical purity (4R,5R configuration) make it valuable for constructing enantiomerically enriched compounds. The ester functional groups enhance solubility in organic solvents, facilitating further transformations such as hydrolysis or reduction. The dioxolane ring provides stability under various reaction conditions while enabling selective deprotection when needed. This compound is particularly useful in synthesizing biologically active molecules, where precise stereocontrol is critical. Its high purity and well-defined stereochemistry ensure reproducibility in complex synthetic routes.
dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate structure
37031-29-1 structure
Product Name:dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate
CAS No:37031-29-1
MF:C9H14O6
MW:218.203863620758
MDL:MFCD00066218
CID:89232
PubChem ID:87571799
Update Time:2025-10-29

dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate Chemical and Physical Properties

Names and Identifiers

    • (4R,5R)-Dimethyl 2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate
    • Dimethyl (-)-2,3-O-Isopropylidene-L-tartrate
    • (-)-Dimethyl 2,3-O-isopropylidene-L-tartrate
    • (?)-Dimethyl 2,3-O-isopropylidene-L-tartrate
    • (4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarboxylic Acid Dimethyl Ester
    • 1,3-dioxolane-4,5-dicarboxylic acid, 2,2-dimethyl-, dimethyl ester, (4R,5R)-
    • dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate
    • dimethyl (4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate
    • (-)-2,3-O-Isopropylidene-L-tartaric Acid Dimethyl Ester
    • (-)-Dimethyl-2,3-o-isopropylidene-l-tartrate
    • PubChem6766
    • CBDivE_005074
    • KSC917K0J
    • ROZOUYVVWUTPNG-PHDIDXHHSA-
    • 4717AB
    • 1,3-Dioxolane-4,5-dicarb
    • MDL: MFCD00066218
    • Inchi: 1S/C9H14O6/c1-9(2)14-5(7(10)12-3)6(15-9)8(11)13-4/h5-6H,1-4H3/t5-,6-/m1/s1
    • InChI Key: ROZOUYVVWUTPNG-PHDIDXHHSA-N
    • SMILES: O1[C@@H](C(=O)OC)[C@H](C(=O)OC)OC1(C)C

Computed Properties

  • Exact Mass: 218.07902
  • Monoisotopic Mass: 218.079
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 246
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 0.3
  • Topological Polar Surface Area: 71.1

Experimental Properties

  • Color/Form: liquid
  • Density: 1.190?g/mL?at 20?°C(lit.)
  • Melting Point: 40-43 oC
  • Boiling Point: 139°C/16mmHg(lit.)
  • Flash Point: Degrees Fahrenheit:230°F
    Degrees Celsius:110°C
  • Refractive Index: n20/D 1.439(lit.)
  • Solubility: Slightly soluble (33 g/l) (25 o C),
  • PSA: 71.06
  • LogP: -0.14750
  • Solubility: Insoluble
  • Optical Activity: [α]20/D ?54°, neat

dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Safety Instruction: 23-24/25
  • FLUKA BRAND F CODES:21

dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate Pricemore >>

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dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate Suppliers

Amadis Chemical Company Limited
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(CAS:37031-29-1)dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate
Order Number:A6372
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 04:32
Price ($):366.0
Suzhou Senfeida Chemical Co., Ltd
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(CAS:37031-29-1)(4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLIC ACID DIMETHYL ESTER
Order Number:sfd9256
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:35
Price ($):discuss personally

Additional information on dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

Dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate (CAS No. 37031-29-1): A Comprehensive Overview

Dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate, identified by its CAS number 37031-29-1, is a compound of significant interest in the field of chemical and biomedical research. This molecule, characterized by its complex stereochemistry and functional groups, has garnered attention for its potential applications in pharmaceutical synthesis and material science. The unique structural features of this compound make it a valuable building block for the development of novel therapeutic agents and advanced materials.

The stereochemistry of Dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate is particularly noteworthy. The presence of the (4R,5R) configuration at the dioxolane ring imparts specific spatial arrangements to the molecule, which can influence its reactivity and interactions with biological targets. This stereochemical precision is often critical in drug design, where the three-dimensional structure of a molecule can dictate its efficacy and selectivity. Recent studies have highlighted the importance of such stereochemical control in the development of next-generation pharmaceuticals.

In the realm of pharmaceutical research, Dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate has been explored as a precursor for various bioactive molecules. Its dioxolane ring system provides a versatile scaffold that can be modified to create compounds with diverse pharmacological properties. For instance, researchers have investigated its potential use in synthesizing chiral auxiliaries and ligands for asymmetric catalysis, which are essential for producing enantiomerically pure drugs with improved therapeutic profiles.

The compound's structural motif also finds relevance in material science applications. The rigid dioxolane ring contributes to the stability and durability of materials derived from this compound. This has led to investigations into its use as a monomer or intermediate in polymer synthesis. Specifically, polymers incorporating this unit have shown promise in enhancing mechanical strength and thermal resistance, making them suitable for high-performance applications such as aerospace components and advanced coatings.

Recent advancements in synthetic chemistry have enabled more efficient methodologies for the preparation of Dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate. Techniques such as enantioselective synthesis and flow chemistry have been employed to improve yield and purity while maintaining stereochemical integrity. These innovations are crucial for scaling up production and ensuring that the compound meets the stringent requirements of industrial applications.

The biological activity of derivatives of Dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate has been extensively studied. Researchers have demonstrated its utility in developing inhibitors targeting specific enzymatic pathways relevant to diseases such as cancer and inflammation. The dioxolane moiety's ability to interact with biological targets through hydrogen bonding and hydrophobic effects makes it an attractive scaffold for drug discovery. Furthermore, computational modeling has been instrumental in predicting the binding affinities and mechanisms of action of these derivatives.

In conclusion, Dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate represents a multifaceted compound with broad implications across chemical synthesis and biomedical applications. Its unique structural features offer opportunities for innovation in drug development and material science. As research continues to uncover new possibilities for this molecule and its derivatives, its significance is expected to grow further. The ongoing exploration of its potential underscores the importance of continued investment in synthetic chemistry and biomedical research.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:37031-29-1)dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate
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Purity:99%
Quantity:100g
Price ($):366.0
Email
Suzhou Senfeida Chemical Co., Ltd
(CAS:37031-29-1)(4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLIC ACID DIMETHYL ESTER
sfd9256
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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