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5348-99-2

1,3,4,6-tetra-O-acetyl-2-deoxy-2-(benzyloxycarbonyl)amino-α/β-D-glucopyranoside is a complex organic compound that belongs to the class of glycosides. It is a derivative of D-glucopyranoside, a monosaccharide, with a benzyloxycarbonyl group attached to the 2-position and four acetyl groups protecting the hydroxyl groups at the 1, 3, 4, and 6 positions. 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(benzyloxycarbonyl)amino-α/β-D-glucopyranoside is significant in organic synthesis and carbohydrate chemistry, particularly for the preparation of complex oligosaccharides and glycoconjugates. The benzyloxycarbonyl (Z) group serves as a protecting group for the amino group, which can be removed under specific conditions to reveal the free amine. The acetyl groups protect the hydroxyl groups, preventing unwanted side reactions and ensuring that the molecule can be selectively modified. 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(benzyloxycarbonyl)amino-α/β-D-glucopyranoside is often used as an intermediate in the synthesis of biologically active molecules, such as antibiotics and antitumor agents, where the precise control over the glycosylation process is crucial.

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  • 5348-99-2 Structure

  • Basic information

    1. Product Name: 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(benzyloxycarbonyl)amino-α/β-D-glucopyranoside
    2. Synonyms:
    3. CAS NO:5348-99-2
    4. Molecular Formula:
    5. Molecular Weight: 481.456
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 5348-99-2.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(benzyloxycarbonyl)amino-α/β-D-glucopyranoside(CAS DataBase Reference)
    10. NIST Chemistry Reference: 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(benzyloxycarbonyl)amino-α/β-D-glucopyranoside(5348-99-2)
    11. EPA Substance Registry System: 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(benzyloxycarbonyl)amino-α/β-D-glucopyranoside(5348-99-2)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 5348-99-2(Hazardous Substances Data)

5348-99-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5348-99-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,3,4 and 8 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 5348-99:
(6*5)+(5*3)+(4*4)+(3*8)+(2*9)+(1*9)=112
112 % 10 = 2
So 5348-99-2 is a valid CAS Registry Number.

5348-99-2Relevant articles and documents

Systematic Structural Characterization of Chitooligosaccharides Enabled by Automated Glycan Assembly

Bordoni, Vittorio,Chaube, Manishkumar A.,Delbianco, Martina,Fittolani, Giulio,Grafmüller, Andrea,Seeberger, Peter H.,Tyrikos-Ergas, Theodore

, p. 2321 - 2325 (2021)

Chitin, a polymer composed of β(1–4)-linked N-acetyl-glucosamine monomers, and its partially deacetylated analogue chitosan, are abundant biopolymers with outstanding mechanical as well as elastic properties. Their degradation products, chitooligosacchari

MAGNETIC LABELING OF BACTERIA

-

, (2014/01/08)

The present invention provides novel methods of magnetically labeling a bacterial cell by contacting the call with an affinity ligand and subsequently contacting the cell with a magnetic agent, where the affinity ligand and magnetic agent include bioorthogonally reactive groups that can react with each other to form a covalent bond. Compounds, compositions, kits and applications of the method are also described.

DETECTION OF MYCOBACTERIA

-

, (2011/04/18)

A method for determining the presence of mycobacteria species in an organism or biological sample, the method comprising adding to the organism or biological sample a probe molecule comprising a substrate and a label, which probe molecule can be incorporated into mycobacteria, the presence of mycobacteria being determined by a detector responsive to the presence of the label, optionally after applying a stimulus; suitable probe molecules include compounds comprising a label and a substrate, which label is can be detected by a detector responsive to the presence of the label, optionally after applying a stimulus, characterised by compound being able to engage with the active site of Antigen 85B (Ag85B) such that it can form simultaneous hydrogen bonds with two or more amino acids in the active site selected from Arg 43, Trp 264, Ser126, His 262 and Leu 42, or the corresponding amino acids in Antigen 85A (Ag85A) or Antigen 85C (Ag85C), at least one of which is with Ser126.

Versatile acetylation of carbohydrate substrates with bench-top sulfonic acids and application to one-pot syntheses of peracetylated thioglycosides

Chao, Chin-Sheng,Chen, Min-Chun,Lin, Shih-Che,Mong, Kwok-Kong T.

, p. 957 - 964 (2008/09/17)

Inexpensive and readily available sulfonic acids, p-toluenesulfonic acid, and sulfuric acid are versatile and efficient catalysts for the peracetylation of a broad spectrum of carbohydrate substrates in good yield and in a practical time frame. Three appealing features in sulfonic acid-catalyzed acetylation of free sugars were explored including (1) suppression of furanosyl acetate formation for d-galactose and l-fucose; (2) high yielding chemoselective acetylation of sialic acid under appropriate conditions; and (3) peracetylation of amino sugars with different amino protecting functions. Simple one-pot two step acetylation-thioglycosidation methods for the expeditious synthesis of p-tolyl per-O-acetyl thioglycosides were also delineated.

An Enantiospecific Synthesis of Allosamizoline

Simpkins, Nigel S.,Stokes, Stephen,Whittle, Alan J.

, p. 2471 - 2478 (2007/10/02)

An enantiospecific synthesis of allosamizoline 4, the aglycone of the chitinase inhibitor allosamidin 3, has been achieved, starting from readily available glucosamine.The key step in the synthesis involves the cyclisation of a carbon-centred radical onto

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