Cas no 61259-48-1 (2,3,4,6-Tetra-O-acetyl-D-gluconolactone)

2,3,4,6-Tetra-O-acetyl-D-gluconolactone is a protected derivative of D-gluconolactone, featuring acetyl groups at the 2, 3, 4, and 6 positions. This compound is widely used as an intermediate in organic synthesis, particularly in carbohydrate chemistry, where selective protection is required for further functionalization. Its acetylated structure enhances stability and solubility in organic solvents, facilitating controlled reactions. The compound is valuable in the synthesis of glycosides, glycoconjugates, and other bioactive molecules. Its well-defined stereochemistry ensures high regioselectivity in glycosylation reactions, making it a preferred choice for researchers in medicinal and synthetic chemistry. Proper handling under anhydrous conditions is recommended to maintain its integrity.
2,3,4,6-Tetra-O-acetyl-D-gluconolactone structure
61259-48-1 structure
Product Name:2,3,4,6-Tetra-O-acetyl-D-gluconolactone
CAS No:61259-48-1
MF:C14H18O10
MW:346.286725521088
CID:2200520
PubChem ID:11013415
Update Time:2025-05-19

2,3,4,6-Tetra-O-acetyl-D-gluconolactone Chemical and Physical Properties

Names and Identifiers

    • Product Name: D-Gluconic acid delta-lactone 2,3,4,6-tetraacetate
    • (2R,3R,4S,5R)-2-(Acetoxymethyl)-6-oxotetrahydro-2H-pyran-3,4,5-triyl triacetate
    • DTXSID301249793
    • 61259-48-1
    • D-Gluconic acid, delta-lactone, 2,3,4,6-tetraacetate
    • EC 612-107-5
    • D-Gluconic acid I -lactone 2,3,4,6-tetraacetate
    • SCHEMBL7155828
    • 2,3,4,6-Tetra-O-acetyl-D-gluconolactone
    • Inchi: 1S/C14H18O10/c1-6(15)20-5-10-11(21-7(2)16)12(22-8(3)17)13(14(19)24-10)23-9(4)18/h10-13H,5H2,1-4H3
    • InChI Key: BWFISYIJSZXAOV-UHFFFAOYSA-N
    • SMILES: O1C(C(C(C(C1COC(C)=O)OC(C)=O)OC(C)=O)OC(C)=O)=O

Computed Properties

  • Exact Mass: 346.08999677g/mol
  • Monoisotopic Mass: 346.08999677g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 10
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 9
  • Complexity: 540
  • 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: 132
  • XLogP3: -0.3

Experimental Properties

  • Density: 1.33±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 103 oC
  • Solubility: Slightly soluble (19 g/l) (25 o C),

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2,3,4,6-Tetra-O-acetyl-D-gluconolactone Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:61259-48-1)D-Gluconic acid, δ-lactone, 2,3,4,6-tetraacetate
Order Number:sfd16280
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:37
Price ($):discuss personally

2,3,4,6-Tetra-O-acetyl-D-gluconolactone Related Literature

Additional information on 2,3,4,6-Tetra-O-acetyl-D-gluconolactone

2,3,4,6-Tetra-O-acetyl-D-gluconolactone: A Comprehensive Overview

2,3,4,6-Tetra-O-acetyl-D-gluconolactone, also known by its CAS number CAS No 61259-48-1, is a highly specialized compound that has garnered significant attention in the fields of organic chemistry and biochemistry. This compound is a derivative of D-gluconolactone, which is a cyclic ester of gluconic acid. The acetylation at the 2,3,4, and 6 positions imparts unique chemical properties to this molecule, making it a valuable compound in various applications.

The structure of 2,3,4,6-Tetra-O-acetyl-D-gluconolactone consists of a six-membered lactone ring with four acetyl groups attached at specific positions. This arrangement not only stabilizes the molecule but also enhances its reactivity in certain chemical reactions. Recent studies have highlighted the potential of this compound in the synthesis of bioactive molecules and as a precursor for advanced materials.

One of the most notable aspects of CAS No 61259-48-1 is its role in the development of novel therapeutic agents. Researchers have explored its ability to serve as a building block for complex carbohydrates and glycosides. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound can exhibit potent anti-inflammatory properties when incorporated into specific drug designs.

In addition to its pharmaceutical applications, 2,3,4,6-Tetra-O-acetyl-D-gluconolactone has found utility in the food industry as a stabilizer and emulsifier. Its ability to form stable complexes with various food components makes it an ideal additive for improving product shelf life and texture. Recent advancements in food chemistry have further explored its potential as a natural alternative to synthetic stabilizers.

The synthesis of CAS No 61259-48-1 involves a multi-step process that typically begins with the isolation of D-gluconolactone from natural sources or through microbial fermentation. The subsequent acetylation steps require precise control over reaction conditions to ensure high yields and product purity. Innovations in catalytic systems have significantly improved the efficiency of these reactions, making large-scale production more feasible.

From an environmental perspective, researchers are increasingly interested in the biodegradability and eco-friendliness of 2,3,4,6-Tetra-O-acetyl-D-gluconolactone. Studies have shown that this compound can be metabolized by certain soil microorganisms under controlled conditions. This property not only highlights its potential as a sustainable alternative to traditional chemicals but also underscores the importance of green chemistry principles in modern manufacturing processes.

In conclusion, 2,3,4,6-Tetra-O-acetyl-D-gluconolactone, or CAS No 61259-48-1 as it is often referenced in scientific literature and industry reports today represents a versatile compound with wide-ranging applications across multiple sectors. As ongoing research continues to uncover new uses and improvements in its synthesis methods this compound is poised to play an even more significant role in both academic and industrial settings.

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Suzhou Senfeida Chemical Co., Ltd
(CAS:61259-48-1)D-Gluconic acid, δ-lactone, 2,3,4,6-tetraacetate
sfd16280
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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