Cas no 23262-80-8 (2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone)

2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone is a protected lactone derivative of D-talonoic acid, widely used in synthetic organic chemistry for chiral building block applications. The isopropylidene groups enhance stability and solubility in organic solvents, facilitating selective reactions at the unprotected functional sites. This compound is particularly valuable in carbohydrate chemistry for the synthesis of complex sugars, nucleosides, and other bioactive molecules. Its rigid lactone structure and defined stereochemistry make it a reliable intermediate for asymmetric synthesis. The product is characterized by high purity and consistent performance, ensuring reproducibility in research and industrial applications.
2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone structure
23262-80-8 structure
Product Name:2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone
CAS No:23262-80-8
MF:C12H18O6
MW:258.267724514008
CID:251896
PubChem ID:11311454
Update Time:2025-06-07

2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone Chemical and Physical Properties

Names and Identifiers

    • D-Talonic acid,2,3:5,6-bis-O-(1-methylethylidene)-, g-lactone
    • 2,3:5,6-DI-O-ISOPROPYLIDENE-D-TALONOIC ACID-1,4-LACTONE
    • (3aS,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-6,6a-dihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one
    • [2,3:5,6]-di-O-isopropylidene-D-manno-1,4-lactone
    • 2,3,5,6-di-O-isopropylidene-D-manno-1,4-lactone
    • 2,3,5,6-di-O-isopropylidene-D-mannono-1,4-lactone
    • 2,3:5,6-di-O-cyclohexylidene-D-manno-furanose
    • AC1OFWPZ
    • D-mannono-1,4-lactone
    • SureCN7441773
    • W-201978
    • 2,3:5,6-Di-O-isopropylidene-D-talonoicacid-1,4-lactone
    • SCHEMBL7123996
    • (3aS,6S,6aS)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-one
    • (3aS,6S,6aS)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-one
    • 23262-80-8
    • 2,3:5,6-Di-O-isopropylidene-D-talono-1,4-lactone
    • 2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone
    • Inchi: 1S/C12H18O6/c1-11(2)14-5-6(16-11)7-8-9(10(13)15-7)18-12(3,4)17-8/h6-9H,5H2,1-4H3/t6-,7+,8+,9+/m1/s1
    • InChI Key: OFZPAXSEAVOAKB-XGEHTFHBSA-N
    • SMILES: O1C(C)(C)O[C@@H]2C(=O)O[C@@H]([C@H]3COC(C)(C)O3)[C@H]12

Computed Properties

  • Exact Mass: 258.11
  • Monoisotopic Mass: 258.11
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 1
  • Complexity: 377
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 63.2A^2
  • XLogP3: 0.5

Experimental Properties

  • Solubility: Slightly soluble (3.1 g/l) (25 o C),
  • PSA: 63.22000
  • LogP: 0.58340

2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
D209680-1g
2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone
23262-80-8
1g
$ 185.00 2022-06-05
TRC
D209680-2.5g
2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone
23262-80-8
2.5g
$ 275.00 2022-06-05
TRC
D209680-5g
2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone
23262-80-8
5g
$ 600.00 2022-06-05
A2B Chem LLC
AF66117-1g
2,3:5,6-Di-o-isopropylidene-d-talonoic acid-1,4-lactone
23262-80-8
1g
$194.00 2024-04-20
A2B Chem LLC
AF66117-2g
2,3:5,6-Di-o-isopropylidene-d-talonoic acid-1,4-lactone
23262-80-8
2g
$263.00 2024-04-20
A2B Chem LLC
AF66117-5g
2,3:5,6-Di-o-isopropylidene-d-talonoic acid-1,4-lactone
23262-80-8
5g
$382.00 2024-04-20
A2B Chem LLC
AF66117-10g
2,3:5,6-Di-o-isopropylidene-d-talonoic acid-1,4-lactone
23262-80-8
10g
$569.00 2024-04-20
A2B Chem LLC
AF66117-25g
2,3:5,6-Di-o-isopropylidene-d-talonoic acid-1,4-lactone
23262-80-8
25g
$1007.00 2024-04-20

Additional information on 2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone

Introduction to 2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone (CAS No. 23262-80-8)

2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone (CAS No. 23262-80-8) is a significant compound in the field of organic chemistry and pharmaceutical research. This tetronic acid derivative has garnered considerable attention due to its unique structural properties and potential applications in drug development. The compound belongs to the class of lactones, which are cyclic esters formed by the intramolecular condensation of a carboxylic acid and an alcohol. The specific arrangement of hydroxyl and carbonyl groups in 2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone contributes to its reactivity and makes it a valuable intermediate in synthetic chemistry.

The isopropylidene groups at the 2 and 3 positions of the talonic acid moiety enhance the stability of the molecule while also influencing its interactions with biological targets. This structural feature has been exploited in various synthetic pathways, particularly in the construction of more complex molecules such as natural product analogs and pharmaceutical intermediates. The 1,4-lactone ring further contributes to the compound's versatility, allowing for facile ring-opening reactions that can be harnessed in polymerization or as a precursor for other functionalized compounds.

In recent years, there has been growing interest in tetronic acid derivatives due to their potential biological activities. Studies have shown that compounds with similar structures exhibit properties such as antimicrobial, antioxidant, and even anticancer effects. The presence of multiple reactive sites in 2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone makes it an attractive scaffold for medicinal chemists seeking to develop novel therapeutic agents. Researchers have been exploring modifications to this core structure to optimize its pharmacokinetic properties and target specificity.

One particularly exciting area of research involves the use of 2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone as a precursor for biodegradable polymers. The ability to polymerize tetronic acid derivatives into high-molecular-weight materials has opened up possibilities for applications in drug delivery systems. These polymers can be designed to release active pharmaceutical ingredients at controlled rates, improving therapeutic efficacy while minimizing side effects. Additionally, the biodegradable nature of these polymers aligns with the growing demand for environmentally friendly materials in medicine.

The synthesis of 2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone itself is a testament to the advancements in synthetic organic chemistry. Modern techniques such as catalytic hydrogenation and asymmetric synthesis have enabled the efficient production of this compound on both laboratory and industrial scales. The precision with which these methods can control reaction outcomes ensures high yields and purity levels essential for pharmaceutical applications. Furthermore, green chemistry principles are being increasingly integrated into these synthetic routes to minimize waste and reduce environmental impact.

From a computational chemistry perspective, 2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone has been studied extensively using various modeling techniques. Molecular dynamics simulations have provided insights into how this compound interacts with biological membranes and enzymes. These insights are crucial for designing molecules that can effectively penetrate cellular barriers or bind to specific targets within the body. Additionally, quantum mechanical calculations have helped researchers understand the electronic structure of this lactone derivative, which is essential for predicting its reactivity and stability under different conditions.

The pharmaceutical industry has also shown interest in leveraging the unique properties of tetronic acid derivatives for drug discovery. By modifying the core structure of compounds like 2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone, researchers aim to identify molecules with enhanced binding affinity and reduced toxicity compared to existing drugs. High-throughput screening methods combined with computational modeling have accelerated this process by allowing rapid evaluation of large libraries of derivatives. This approach has led to several promising candidates that are now undergoing further investigation.

Another emerging application of this compound lies in materials science. The ability to functionalize tetronic acid derivatives with various groups has led to the development of novel materials with tailored properties. For instance, researchers have created hydrogels based on these polymers that exhibit excellent biocompatibility and mechanical strength. Such materials are being explored for use in tissue engineering scaffolds or as carriers for bioactive molecules delivered directly to sites of injury or disease.

The future prospects for 2,3:5,6-Di-O-isopropylidene-D-talonoic acid-1,4-lactone are bright given its versatility and potential applications across multiple disciplines. As synthetic methodologies continue to evolve and computational tools become more sophisticated, we can expect even more innovative uses for this lactone derivative. Whether it is through drug development or advanced material design,CAS No 23262-80-8 will undoubtedly play a pivotal role in shaping future advancements.

Recommended suppliers
Hubei Cuiyuan Biotechnology Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Hubei Cuiyuan Biotechnology Co.,Ltd
Jinta Yudi Pharmaceutical Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jinta Yudi Pharmaceutical Technology Co., Ltd.
Jinan Hanyu Chemical Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jinan Hanyu Chemical Co.,Ltd.
Handan Zechi Trading Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Xiamen PinR Bio-tech Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Xiamen PinR Bio-tech Co., Ltd.