Cas no 18311-26-7 (2-methoxy-6-(trityloxymethyl)oxane-3,4,5-triol)

2-Methoxy-6-(trityloxymethyl)oxane-3,4,5-triol is a protected carbohydrate derivative featuring a methoxy group at the 2-position and a trityl-protected hydroxymethyl group at the 6-position. This compound is particularly valuable in synthetic organic chemistry for its role as an intermediate in the selective modification of sugar moieties. The trityl group offers steric protection, enabling controlled deprotection and further functionalization at the 6-position, while the methoxy group enhances stability during synthetic transformations. Its well-defined stereochemistry and compatibility with glycosylation reactions make it a versatile building block for oligosaccharide and glycoconjugate synthesis. The compound is typically employed in research settings requiring precise carbohydrate manipulation.
2-methoxy-6-(trityloxymethyl)oxane-3,4,5-triol structure
18311-26-7 structure
Product Name:2-methoxy-6-(trityloxymethyl)oxane-3,4,5-triol
CAS No:18311-26-7
MF:C26H28O6
MW:436.496928215027
CID:230690
PubChem ID:242528
Update Time:2025-07-01

2-methoxy-6-(trityloxymethyl)oxane-3,4,5-triol Chemical and Physical Properties

Names and Identifiers

    • 2-methoxy-6-(trityloxymethyl)oxane-3,4,5-triol
    • METHYL-6-O-TRIPHENYLMETHYL-ALPHA-D-GLUCOPYRANOSIDE
    • F1206-0017
    • Methyl 6-O-tritylhexopyranoside
    • Methyl-6-O-trityl-alpha-D-glucopyranoside
    • DTXSID00287470
    • 1174328-32-5
    • METHYL-6-O-TRIPHENYLMETHYL-BETA-D-GALACTOPYRANOSIDE
    • SR-01000010773-1
    • NSC170178
    • FT-0672294
    • NSC-170178
    • SR-01000010773
    • A880846
    • 2-methoxy-6-((trityloxy)methyl)tetrahydro-2H-pyran-3,4,5-triol
    • AKOS005622840
    • 2-methoxy-6-[(triphenylmethoxy)methyl]-2H-3,4,5,6-tetrahydropyran-3,4,5-triol
    • .alpha.-Methyl 6-O-tritylmannoside
    • Methyl 6-O-tritylhexopyranoside #
    • CCG-358107
    • 35780-80-4
    • WYAMNJUPQNEGOI-UHFFFAOYSA-N
    • ST011916
    • 35920-83-3
    • 18311-26-7
    • Inchi: 1S/C26H28O6/c1-30-25-24(29)23(28)22(27)21(32-25)17-31-26(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-16,21-25,27-29H,17H2,1H3
    • InChI Key: WYAMNJUPQNEGOI-UHFFFAOYSA-N
    • SMILES: O1C(C(C(C(C1COC(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)O)O)O)OC

Computed Properties

  • Exact Mass: 436.18900
  • Monoisotopic Mass: 436.189
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 32
  • Rotatable Bond Count: 7
  • Complexity: 507
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 5
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 88.4A^2
  • XLogP3: 2.6

Experimental Properties

  • Density: 1.3
  • Boiling Point: 593.3°Cat760mmHg
  • Flash Point: 312.6°C
  • Refractive Index: 1.641
  • PSA: 88.38000
  • LogP: 2.44910

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2-methoxy-6-(trityloxymethyl)oxane-3,4,5-triol Suppliers

Amadis Chemical Company Limited
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(CAS:18311-26-7)2-methoxy-6-(trityloxymethyl)oxane-3,4,5-triol
Order Number:A880846
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 11:02
Price ($):215.0
NewCan Biotech Limited
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(CAS:18311-26-7)Methyl 6-O-(triphenylmethyl)-α-D-glucopyranoside
Order Number:NC24899
Stock Status:
Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:10
Price ($):Price inquiry

Additional information on 2-methoxy-6-(trityloxymethyl)oxane-3,4,5-triol

Recent Advances in the Study of 2-Methoxy-6-(trityloxymethyl)oxane-3,4,5-triol (CAS: 18311-26-7)

The compound 2-methoxy-6-(trityloxymethyl)oxane-3,4,5-triol (CAS: 18311-26-7) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential applications in drug discovery and development. This carbohydrate derivative, characterized by its unique trityl-protected hydroxymethyl group and methoxy substitution, serves as a crucial intermediate in the synthesis of complex glycoconjugates and bioactive molecules. Recent studies have focused on its role in glycosylation reactions, its utility in protecting group strategies, and its emerging biological activities.

A 2023 study published in the Journal of Organic Chemistry demonstrated the compound's effectiveness as a glycosyl donor in stereoselective glycosylation reactions. The research team utilized 18311-26-7 as a key building block for the synthesis of rare sugar derivatives, achieving excellent yields (85-92%) and high stereoselectivity (α:β ratio > 9:1). The trityl group was found to provide optimal protection while allowing for subsequent deprotection under mild acidic conditions, making this compound particularly valuable for multi-step synthetic routes.

In the realm of medicinal chemistry, a recent breakthrough published in Bioorganic & Medicinal Chemistry Letters (2024) revealed that derivatives of 2-methoxy-6-(trityloxymethyl)oxane-3,4,5-triol exhibit promising inhibitory activity against certain glycosidases. The study identified structural modifications that enhanced binding affinity to target enzymes while maintaining metabolic stability. These findings open new avenues for developing novel glycosidase inhibitors with potential applications in diabetes treatment and antiviral therapy.

From a process chemistry perspective, researchers at several pharmaceutical companies have reported improved synthetic routes to 18311-26-7 that address previous challenges with scalability and purity. A 2024 patent application describes a continuous flow chemistry approach that reduces reaction times from 48 hours to just 6 hours while maintaining >99% purity. This advancement could significantly impact the commercial availability of this important synthetic intermediate.

Ongoing research is exploring the compound's potential in targeted drug delivery systems. Preliminary results suggest that the trityloxymethyl group can serve as an effective linker for conjugation to various therapeutic payloads, with the added benefit of controlled release properties under physiological conditions. These developments position 2-methoxy-6-(trityloxymethyl)oxane-3,4,5-triol as a versatile tool in the design of next-generation bioconjugates.

As the scientific community continues to investigate this compound, future research directions likely include: optimization of its synthetic accessibility, exploration of its biological activities beyond glycosidase inhibition, and development of novel derivatives with enhanced pharmacological properties. The compound's unique structural features and demonstrated utility in multiple applications ensure its continued relevance in chemical biology and pharmaceutical research.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:18311-26-7)2-methoxy-6-(trityloxymethyl)oxane-3,4,5-triol
A880846
Purity:99%
Quantity:1g
Price ($):215.0
Email
NewCan Biotech Limited
(CAS:18311-26-7)Methyl 6-O-(triphenylmethyl)-α-D-glucopyranoside
NC24899
Purity:97%
Quantity:10g
Price ($):Inquiry
Email