Cas no 41545-55-5 (1,2,3,4,6-Penta-O-benzoyl-a-D-galactopyranose)

1,2,3,4,6-Penta-O-benzoyl-α-D-galactopyranose is a fully protected derivative of D-galactose, where all hydroxyl groups are benzoylated to enhance stability and reactivity. This compound is widely used as an intermediate in carbohydrate chemistry, particularly in glycosylation reactions and oligosaccharide synthesis. The benzoyl groups provide steric and electronic protection, ensuring selective deprotection and controlled functionalization. Its crystalline form facilitates handling and purification, while its well-defined structure ensures reproducibility in synthetic applications. This derivative is valuable in pharmaceutical and biochemical research, enabling the preparation of complex glycoconjugates with high precision. Its compatibility with various reaction conditions makes it a versatile building block in synthetic organic chemistry.
1,2,3,4,6-Penta-O-benzoyl-a-D-galactopyranose structure
41545-55-5 structure
Product Name:1,2,3,4,6-Penta-O-benzoyl-a-D-galactopyranose
CAS No:41545-55-5
MF:C41H32O11
MW:700.686192512512
CID:927070
PubChem ID:2817557
Update Time:2025-08-02

1,2,3,4,6-Penta-O-benzoyl-a-D-galactopyranose Chemical and Physical Properties

Names and Identifiers

    • 1,2,3,4,6-penta-o-benzoyl-alpha-d-galactopyranose
    • 1,2,3,4,6-PENTA-O-BENZOYL-A-D-GALACTOSE
    • [3,4,5,6-tetrakis(phenylcarbonyloxy)oxan-2-yl]methyl benzoate
    • 1,2,3,4,6-penta-O-benzoyl-D-glucopyranoside
    • AC1L7PKX
    • AGN-PC-009HH0
    • AmbotzGBB1105
    • benzoic acid (3,4,5,6-tetrabenzoyloxy-2-oxanyl)methyl ester
    • alpha-D-galactopyranose 1,2,3,4,6-pentabenzoate
    • MFCD08274509
    • 1,2,3,4,6-PENTA-O-BENZOYL-ALPHA-D-GALACTOSE
    • (2R,3R,4S,5S,6R)-6-((Benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrabenzoate
    • (2R,3R,4S,5S,6R)-6-((Benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayltetrabenzoate
    • [(2R,3S,4S,5R,6R)-3,4,5,6-tetrabenzoyloxyoxan-2-yl]methyl benzoate
    • AKOS015919018
    • 41545-55-5
    • (2R,3R,4S,5S,6R)-2,3,5-tris(benzoyloxy)-6-[(benzoyloxy)methyl]oxan-4-yl benzoate
    • InChI=1/C41H32O11/c42-36(27-16-6-1-7-17-27)47-26-32-33(49-37(43)28-18-8-2-9-19-28)34(50-38(44)29-20-10-3-11-21-29)35(51-39(45)30-22-12-4-13-23-30)41(48-32)52-40(46)31-24-14-5-15-25-31/h1-25,32-35,41H,26H2/t32-,33+,34+,35-,41-/m1/s1
    • JJNMLNFZFGSWQR-RPHMGUFOSA-
    • W-202710
    • 1,2,3,4,6-PENTA-O-BENZOYL-A-D-GALACTOPYRANOSE
    • 1,2,3,4,6-Penta-O-benzoyl-a-D-galactopyranose
    • Inchi： 1S/C41H32O11/c42-36(27-16-6-1-7-17-27)47-26-32-33(49-37(43)28-18-8-2-9-19-28)34(50-38(44)29-20-10-3-11-21-29)35(51-39(45)30-22-12-4-13-23-30)41(48-32)52-40(46)31-24-14-5-15-25-31/h1-25,32-35,41H,26H2/t32-,33+,34+,35-,41-/m1/s1
    • InChI Key： JJNMLNFZFGSWQR-RPHMGUFOSA-N
    • SMILES： O1[C@@H]([C@@H]([C@H]([C@H]([C@H]1COC(C1C=CC=CC=1)=O)OC(C1C=CC=CC=1)=O)OC(C1C=CC=CC=1)=O)OC(C1C=CC=CC=1)=O)OC(C1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 700.19446183g/mol
  • Monoisotopic Mass: 700.19446183g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 11
  • Heavy Atom Count: 52
  • Rotatable Bond Count: 16
  • Complexity: 1190
  • 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
  • XLogP3: 8.9
  • Topological Polar Surface Area: 141?2

Experimental Properties

  • Density: 1.37±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 158-159 oC
  • Solubility: Insuluble (3.9E-7 g/L) (25 oC),

1,2,3,4,6-Penta-O-benzoyl-a-D-galactopyranose Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
P207870-100mg
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 $ 125.00 2022-06-03
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(2R,3R,4S,5S,6R)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrabenzoate
 41545-55-5 98%
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A2B Chem LLC
AX19664-1g
(2R,3R,4S,5S,6R)-6-((Benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrabenzoate
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A2B Chem LLC
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(2R,3R,4S,5S,6R)-6-((Benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrabenzoate
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(2R,3R,4S,5S,6R)-6-((Benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrabenzoate
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5g
 $512.00 2024-04-20
A2B Chem LLC
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(2R,3R,4S,5S,6R)-6-((Benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrabenzoate
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1,2,3,4,6-Penta-O-benzoyl-a-D-galactopyranose Related Literature

Additional information on 1,2,3,4,6-Penta-O-benzoyl-a-D-galactopyranose

1,2,3,4,6-Penta-O-benzoyl-a-D-galactopyranose: A Comprehensive Overview

The compound with CAS No 41545-55-5, known as 1,2,3,4,6-Penta-O-benzoyl-a-D-galactopyranose, is a highly specialized sugar derivative that has garnered significant attention in the fields of organic chemistry and biochemistry. This compound is a benzoylated derivative of a-D-galactopyranose, a monosaccharide that plays a crucial role in various biological processes. The benzoylation process involves the attachment of benzoyl groups to the hydroxyl (-OH) groups of the sugar molecule, specifically at positions 1, 2, 3, 4, and 6. This modification not only enhances the chemical stability of the molecule but also opens up new avenues for its application in drug design and material science.

The structure of 1,2,3,4,6-Penta-O-benzoyl-a-D-galactopyranose is characterized by its six-membered pyranose ring with five benzoyl substituents. The presence of these bulky benzoyl groups creates steric hindrance around the sugar core, which can influence its interaction with other molecules. This property makes it an attractive candidate for studying molecular recognition and binding affinity in biological systems. Recent studies have explored its potential as a building block for constructing complex carbohydrates and glycoconjugates.

In terms of synthesis, the preparation of this compound involves multi-step reactions that require precise control over regioselectivity and stereochemistry. The traditional approach involves the protection of hydroxyl groups using benzoyl chloride followed by careful deprotection to achieve the desired substitution pattern. However, recent advancements in catalytic methods and green chemistry have enabled more efficient and environmentally friendly routes to synthesize this compound.

The applications of 1,2,3,4,6-Penta-O-benzoyl-a-D-galactopyranose span across various domains. In the pharmaceutical industry, it serves as a valuable intermediate for developing glycosylated drugs with improved pharmacokinetic properties. Its ability to modulate drug delivery systems has been explored in recent clinical trials targeting cancer and infectious diseases.

In addition to its medicinal applications,benzoylated derivatives like this compound are also being investigated for their role in material science. For instance,galactopyranose derivatives have been used as templates for creating porous materials with tailored functionalities. These materials exhibit potential in catalysis and separation technologies.

The study of such compounds has also contributed significantly to our understanding of glycan biology. By modifying sugar molecules with functional groups like benzoyl groups,

In conclusion,CAS No 41545-55-5, or1,2,3,4,Penta-O-benzoyl-a-D-galactopyranose, stands as a testament to the ingenuity of modern chemical synthesis and its profound impact on diverse scientific disciplines.

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