Cas no 62211-93-2 (1,2,3-Triacetyl-5-Deoxy-D-Ribose)

1,2,3-Triacetyl-5-Deoxy-D-Ribose is a chemically modified ribose derivative in which the hydroxyl groups at positions 1, 2, and 3 are acetylated, and the hydroxyl at position 5 is replaced by hydrogen. This modification enhances the compound's stability and lipophilicity, making it useful in synthetic organic chemistry and nucleoside research. The acetyl groups serve as protective moieties, allowing selective deprotection for further functionalization. Its structural features make it a valuable intermediate in the synthesis of modified nucleosides, prodrugs, or carbohydrate-based pharmaceuticals. The compound is typically characterized by high purity and consistent performance in controlled reactions.
1,2,3-Triacetyl-5-Deoxy-D-Ribose structure
62211-93-2 structure
Product Name:1,2,3-Triacetyl-5-Deoxy-D-Ribose
CAS No:62211-93-2
MF:C11H16O7
MW:260.2405
MDL:MFCD09038578
CID:57842
PubChem ID:87561161
Update Time:2025-11-02

1,2,3-Triacetyl-5-Deoxy-D-Ribose Chemical and Physical Properties

Names and Identifiers

    • 1,2,3-Triacetyl-5-deoxy-D-ribose
    • 5-Deoxy-b-D-ribofuranose triacetate
    • 1,2,3-Triacetoxy-5-Deoxy Ribose
    • 1,2,3-Triacetoxy-5-Deoxy-Beta-D-Ribofuranose
    • 1,2,3-Tri-O-acetyl-5-deoxy-b-D-ribofuranose
    • 1,2,6-TRI-O-ACETYL-3,4-DI-O-BENZYL-ALPHA-D-MANNOPYRANOSE
    • 5-Deoxy-b-D-ribofuranose
    • ACETYLFURANOSIDE
    • 1,2,3-tri-O-acetyl-5-Deoxy-β-D-ribose
    • 1,2,3-tri-O-acetyl-5-deoxyribofuranose
    • 1,2,3-TRIACETYL-5-DEOXY-BETA-RIBOSE
    • 1,2,3-triacetoxy-5-deoxy-D-ribose
    • 1,2,3-Triacetoy-5-Deoxy-β-Ribose
    • 1,2,3-Tri-O-acetyl-5-deoxy-beta-D-ribofuranose
    • 1,2,3-tri-O-acetyl-5-deoxy-D-ribofuranose
    • (2S,3R,4R,5R)-5-Methyltetrahydrofuran-2,3,4-triyl triacetate
    • 1,2,3-3-O-Acetyl-5-Deoxy-D-Ribofuranose
    • 1,2,3-triacetyl-5-deoxy-β-D-Riboturanose
    • 5-Deoxy-1,2,3-triacetyl-5-deoxy-β-D-ribose
    • 1,2,3-Triacetyl-5-de
    • 1,2,3-Tri-O-acetyl-5-deoxy-β-D-ribofuranose
    • Capecitabine intermediates
    • 1,2,3-Triacety1-5-deoxy-beta-D-ribofuranose
    • RP18084
    • [(2R,5S)-4,5-Diacetyloxy-2-methyloxolan-3-yl] acetate
    • (2S,3R,4R,5R)-5-methyltetrahydrofuran-2,3,4-triyltriacetate
    • A-D-ribofuranose
    • b-D-Ribofuranose, 5-deoxy-, triacetate
    • CS-W003521
    • 1,2,3-Tri-O-acetyl-5-deoxypentofuranose
    • W-60070
    • 5-Deoxy-1,2,3-triacetyl-5-deoxy-b-D-ribose
    • MFCD08458459
    • CHEMBL3245957
    • 5-deoxy-1,2,3-tri-o-acetyl-d-ribofuranoside
    • 5-deoxy-1,2,3-tri-o-acetyl-beta-d-ribofuranose
    • 62211-93-2
    • 1,2,3-Tri-O-acetyl-5-deoxy-beta-D-ribofuranose; 5-Deoxy-beta-D-ribofuranose Triacetate;
    • T2607
    • [(2R,3R,4R,5S)-4,5-diacetyloxy-2-methyloxolan-3-yl] acetate
    • BCP9000034
    • 1,2,3-Tri-O-acetyl-5-deoxy-.beta.-D-ribofuranose
    • SCHEMBL332385
    • Q-200585
    • 1,2,3-Tri-O-acetyl-5-deoxy-
    • AKOS015951152
    • b-D-Ribofuranose, 5-deoxy-,1,2,3-triacetate
    • 1,2,3-Triacetyl-5-Deoxy-beta-d-riboturanose
    • F14875
    • 5-Deoxy-1,2,3-triacetyl-5-deoxy-beta-D-ribose
    • DTXSID20958236
    • AS-16067
    • 1,2,3-Triacetyl-5-Deoxy-D-Ribose
    • MDL: MFCD09038578
    • Inchi: 1S/C11H16O7/c1-5-9(16-6(2)12)10(17-7(3)13)11(15-5)18-8(4)14/h5,9-11H,1-4H3/t5-,9-,10-,11+/m1/s1
    • InChI Key: NXEJETQVUQAKTO-PRTGYXNQSA-N
    • SMILES: O1[C@H]([C@@H]([C@@H]([C@H]1C)OC(C)=O)OC(C)=O)OC(C)=O
    • BRN: 17(4)2287

Computed Properties

  • Exact Mass: 260.09000
  • Monoisotopic Mass: 260.08960285g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 6
  • Complexity: 351
  • 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: 88.1
  • XLogP3: 0.3

Experimental Properties

  • Color/Form: Powder
  • Density: 1.23
  • Melting Point: 65.0 to 69.0 deg-C
  • Boiling Point: 315 oC
  • Flash Point: 136 oC
  • Refractive Index: 1.465
  • Solubility: Soluble in ethanol
  • PSA: 88.13000
  • LogP: 0.15770
  • Specific Rotation: -21° (c=2,EtOH)

1,2,3-Triacetyl-5-Deoxy-D-Ribose Security Information

1,2,3-Triacetyl-5-Deoxy-D-Ribose Customs Data

  • HS CODE:2940000000
  • Customs Data:

    China Customs Code:

    2914400090

    Overview:

    2914400090 Other ketone alcohols and ketone aldehydes.Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:5.5%.general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acetone declared packaging

    Summary:

    2914400090 other ketone-alcohols and ketone-aldehydes.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:5.5%.General tariff:30.0%

1,2,3-Triacetyl-5-Deoxy-D-Ribose Pricemore >>

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Amadis Chemical Company Limited
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(CAS:62211-93-2)1,2,3-triacetyl-5-deoxy-尾-D-Riboturanose
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(CAS:62211-93-2)1,2,3-三乙酰氧基-5-脫氧-D-核糖
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1,2,3-Triacetyl-5-Deoxy-D-Ribose Spectrogram

1H NMR 300 MHz DMSO
1H NMR
13C NMR
13C NMR

Additional information on 1,2,3-Triacetyl-5-Deoxy-D-Ribose

1,2,3-Triacetyl-5-Deoxy-D-Ribose (CAS No. 62211-93-2): A Structural Analogue of Ribose with Unique Biological and Chemical Properties

1,2,3-Triacetyl-5-Deoxy-D-Ribose, with the systematic chemical identifier CAS No. 62211-93-2, represents a significant compound in the field of carbohydrate chemistry. This molecule is a modified form of ribose, a pentose sugar that serves as a fundamental building block for nucleic acids and other biologically relevant molecules. The structural modification involves the acetylation of the hydroxyl groups at positions 1, 2, and 3, while retaining the deoxy configuration at position 5. This unique modification imparts distinct chemical and biological properties compared to native ribose, making it a subject of interest in both academic and industrial research. Recent studies have highlighted its potential applications in pharmaceutical development and biochemical research, underscoring the importance of understanding its molecular characteristics and functional behavior.

The molecular structure of 1,2,3-Triacetyl-5-Deoxy-D-Ribose is characterized by a five-carbon backbone with three acetyl groups attached to the hydroxyl functionalities at positions 1, 2, and 3. The deoxy configuration at position 5 distinguishes it from standard ribose, which has a hydroxyl group at that position. This structural modification not only alters the solubility and reactivity of the molecule but also influences its interactions with biological systems. The acetyl groups introduce additional steric and electronic effects, which can modulate the molecule's behavior in various chemical and biological contexts. These modifications are critical for understanding the compound's role in potential therapeutic applications.

Recent advances in analytical chemistry have enabled detailed characterization of 1,2,3-Triacetyl-5-Deoxy-D-Ribose. Techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry, and X-ray crystallography have provided insights into its molecular conformation and intermolecular interactions. For instance, a 2023 study published in Journal of Organic Chemistry reported the synthesis of this compound using a modified acetylation protocol that enhances yield and purity. The study also demonstrated its stability under various reaction conditions, which is essential for its potential use in pharmaceutical formulations. These findings highlight the importance of precise synthetic methods in the development of such compounds.

One of the most intriguing aspects of 1,2,3-Triacetyl-5-Deoxy-D-Ribose is its potential role in the development of novel therapeutic agents. Recent research has focused on its ability to modulate enzyme activity and interact with specific receptors. A 2024 study in Bioorganic & Medicinal Chemistry Letters explored its inhibitory effects on certain glycosidases, suggesting its potential as a tool for enzyme inhibition studies. This property could be leveraged in the design of drugs targeting metabolic pathways, particularly in the context of metabolic disorders and infectious diseases. The study also emphasized the importance of structural modifications in optimizing the compound's biological activity.

Another area of interest is the application of 1,2,3-Triacetyl-5-Deoxy-D-Ribose in biochemical research. Its unique structure makes it a valuable model compound for studying the behavior of modified sugars in biological systems. For example, a 2023 study published in Chemical Communications investigated its interactions with nucleic acid bases, revealing insights into its potential as a synthetic analog for nucleotide derivatives. These findings could have implications for the development of new DNA and RNA-based therapies, particularly in the context of gene editing and nucleic acid delivery systems.

The synthesis of 1,2,3-Triacetyl-5-Deoxy-D-Ribose is a critical aspect of its research and application. Various synthetic routes have been explored to achieve high yields and purity. A 2022 study in Organic Letters described a one-pot acetylation method that simplifies the synthesis process while minimizing side reactions. This approach is particularly advantageous for large-scale production, which is essential for industrial applications. The study also highlighted the importance of reaction conditions, such as temperature and solvent choice, in determining the efficiency of the synthesis. These findings underscore the need for optimized synthetic strategies to maximize the utility of this compound.

Despite its promising applications, the biological activity of 1,2,3-Triacetyl-5-Deoxy-D-Ribose remains an area of active investigation. A 2024 review in Current Opinion in Chemical Biology summarized the current understanding of its potential therapeutic roles. The review noted that while preliminary studies suggest its involvement in metabolic pathways, further research is needed to elucidate its exact mechanisms of action. This includes studies on its interactions with cellular receptors, its role in signal transduction pathways, and its potential as a biomarker for certain diseases. These studies are crucial for translating the compound's chemical properties into practical therapeutic applications.

The environmental and safety aspects of 1,2,3-Triacetyl-5-Deoxy-D-Ribose are also important considerations. A 2023 study in Toxicological Sciences evaluated its toxicity profile, indicating that it is relatively non-toxic under standard experimental conditions. However, the study emphasized the need for further long-term toxicity studies to assess its safety in potential therapeutic applications. These findings are essential for ensuring that the compound can be safely used in pharmaceutical and biochemical contexts. The study also highlighted the importance of proper disposal methods to prevent environmental contamination, which is a critical aspect of chemical safety management.

Looking ahead, the future of 1,2,3-Triacetyl-5-Deoxy-D-Ribose research is likely to be shaped by advancements in analytical techniques and synthetic methods. The integration of computational modeling with experimental studies could provide deeper insights into its molecular behavior and potential applications. For instance, machine learning algorithms could be employed to predict its interactions with biological targets, accelerating the discovery of new therapeutic uses. Additionally, the development of more efficient synthesis routes could enable the large-scale production of this compound, making it more accessible for both research and industrial applications.

In conclusion, 1,2,3-Triacetyl-5-Deoxy-D-Ribose is a compound of significant scientific and practical interest. Its unique structural modifications and potential applications in pharmaceutical and biochemical research highlight the importance of continued investigation into its properties and behaviors. As research in this area progresses, it is likely to uncover new insights and applications that could have a substantial impact on various fields of science and medicine. The ongoing exploration of this compound underscores the dynamic nature of chemical research and its potential to drive innovation in multiple disciplines.

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Amadis Chemical Company Limited
(CAS:62211-93-2)1,2,3-Triacetyl-5-Deoxy-D-Ribose
A833645
Purity:99%
Quantity:1kg
Price ($):183.0
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Shanghai Jinhuan Chemical CO., LTD.
(CAS:62211-93-2)1,2,3-triacetyl-5-deoxy-尾-D-Riboturanose
JH156
Purity:98.00%
Quantity:25kg
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