Cas no 498-07-7 ((1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol)

(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol structure
498-07-7 structure
Product Name:(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
CAS No:498-07-7
MF:C6H10O5
MW:162.140602588654
MDL:MFCD00063248
CID:37798
PubChem ID:79029
Update Time:2025-07-16

(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Chemical and Physical Properties

Names and Identifiers

    • 1,6-anhydro-β-D-glucose
    • 1,6-Anhydro-beta-D-glucose
    • 1,6-Anhydro-beta-D-glucopyranose
    • (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
    • 1,6-Anhydro-β-D-glucopyranose
    • Levoglucosan
    • LEVOGLUCOSAN(RG)
    • 1,6-Anhydro-β-glucopyranose
    • Leucoglucosan
    • 1,6-Anhydroglucose
    • 1,6-Anhydro-beta-glucopyranose
    • Glucosan
    • 1,6-Anhydro-D-glucose
    • 1,6-Anhydro-b-D-glucopyranose
    • 5132N17FSD
    • ANHYDROGLUCOSE
    • 1,6-Anhydro-D-glucopyranose
    • Anhydro-d-mannosan
    • L-glucosan
    • beta-D-Glucopyranose,
    • MDL: MFCD00063248
    • Inchi: 1S/C6H10O5/c7-3-2-1-10-6(11-2)5(9)4(3)8/h2-9H,1H2/t2-,3-,4+,5-,6-/m1/s1
    • InChI Key: TWNIBLMWSKIRAT-VFUOTHLCSA-N
    • SMILES: O1[C@@H]2[C@@H]([C@H]([C@@H]([C@H]1CO2)O)O)O
    • BRN: 80998

Computed Properties

  • Exact Mass: 162.05300
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 161
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 5
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: -2.1
  • Topological Polar Surface Area: 79.2

Experimental Properties

  • Color/Form: Powder
  • Density: 1.2132 (rough estimate)
  • Melting Point: 182-184?°C (lit.)
  • Boiling Point: 383.8°C at 760 mmHg
  • Refractive Index: -66.5 ° (C=2, H2O)
  • Water Partition Coefficient: Soluble in Ethanol and Water.
  • PSA: 79.15000
  • LogP: -2.17580
  • Specific Rotation: -66 o (c=1 in H2O)
  • Optical Activity: [α]18/D ?66°, c =?1 in H2O
  • Solubility: Not determined

(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Security Information

  • Signal Word:Warning
  • Hazard Statement: H315-H319-H335
  • Warning Statement: P261-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 20/21/22-36/37/38
  • Safety Instruction: S22-S24/25
  • Regulatory Condition Code:Class Q (sugars, alkaloids, antibiotics, hormones)
  • Hazardous Material Identification: Xn
  • Storage Condition:Sealed in dry,2-8°C
  • Safety Term:S22;S24/25
  • Risk Phrases:R20/21/22

(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Customs Data

  • HS CODE:29400000
  • Customs Data:

    China Customs Code:

    29400000

(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Pricemore >>

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(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Production Method

Production Method 1

Reaction Conditions
1.1 5 mbar, 370 °C → 765 °C
Reference
The interplay between chemistry and heat/mass transfer during the fast pyrolysis of cellulose
Westerhof, R. J. M.; Oudenhoven, S. R. G.; Marathe, P. S.; Engelen, M.; Garcia-Perez, M.; et al, Reaction Chemistry & Engineering, 2016, 1(5), 555-566

(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Raw materials

(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Preparation Products

(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:498-07-7)1,6-anhydro-β-D-Glucopyranose
Order Number:LE11231;LE2471246
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:04
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Amadis Chemical Company Limited
Gold Member
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(CAS:498-07-7)(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
Order Number:A827859
Stock Status:in Stock
Quantity:25g/100g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:11
Price ($):239.0/790.0

Additional information on (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

Introduction to (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol (CAS No. 498-07-7)

(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol (CAS No. 498-07-7) is a unique and structurally complex organic compound that has garnered significant attention in the fields of organic chemistry and medicinal chemistry. This compound is characterized by its bicyclic framework and multiple hydroxyl groups, which confer it with a range of interesting chemical and biological properties. In this article, we will delve into the structural features, synthesis methods, and potential applications of this compound in both academic research and pharmaceutical development.

The structural complexity of (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol is a key factor in its significance. The compound features a bicyclic dioxane ring system with three hydroxyl groups positioned at specific stereocenters. This arrangement not only influences its chemical reactivity but also plays a crucial role in its biological activity. The stereochemistry of the compound is particularly important as it can affect its interactions with biological targets and its pharmacological properties.

In terms of synthesis, (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol has been synthesized using various approaches. One notable method involves the use of chiral auxiliaries to control the stereochemistry during the synthesis process. Another approach involves asymmetric catalysis using chiral catalysts to achieve high enantioselectivity. These synthetic strategies are essential for producing the compound in sufficient quantities for further research and development.

Recent research findings have highlighted the potential of (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol in various biological contexts. For instance, studies have shown that this compound exhibits potent anti-inflammatory properties by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. Additionally, it has been found to possess antioxidant activity by scavenging free radicals and protecting cells from oxidative damage.

In the realm of pharmaceutical development, (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol has shown promise as a lead compound for the development of new therapeutic agents. Its anti-inflammatory and antioxidant properties make it a potential candidate for treating conditions such as chronic inflammatory diseases and neurodegenerative disorders. Clinical trials are currently underway to evaluate its safety and efficacy in these applications.

The mechanism of action of (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol is an area of ongoing research. Initial studies suggest that it may act by modulating signaling pathways involved in inflammation and oxidative stress. For example, it has been shown to inhibit the activation of nuclear factor-kappa B (NF-κB), a key transcription factor involved in the expression of pro-inflammatory genes.

Moreover, the pharmacokinetic properties of (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol have been investigated to ensure its suitability for therapeutic use. Studies have demonstrated that it has favorable absorption profiles and good bioavailability when administered orally or intravenously. Additionally,its stability under physiological conditions has been confirmed,making it a viable candidate for drug development.

In conclusion,(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol (CAS No. 498-07-7) is a multifaceted compound with significant potential in both academic research and pharmaceutical applications. Its unique structural features, coupled with its anti-inflammatory and antioxidant properties, make it an intriguing subject for further investigation.

Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:498-07-7)1,6-anhydro-β-D-Glucopyranose
LE11231;LE2471246
Purity:99%/99%
Quantity:25KG,200KG,1000KG/25KG,200KG,1000KG
Price ($):Inquiry/Inquiry
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Amadis Chemical Company Limited
(CAS:498-07-7)(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
A827859
Purity:99%/99%
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Price ($):239.0/790.0
Email