CAS 6974-32-9

1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

Description:

1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose is a glycoside derivative of ribofuranose, characterized by the presence of multiple benzoyl groups and an acetyl group. This compound features a ribose sugar backbone, which is a five-carbon sugar essential in various biological processes, particularly in nucleic acids. The acetyl group at the 1-position and the three benzoyl groups at the 2, 3, and 5 positions enhance the lipophilicity and stability of the molecule, making it useful in organic synthesis and as a protective group in carbohydrate chemistry. The presence of these substituents also influences its solubility and reactivity, allowing for selective reactions in synthetic pathways. This compound is typically utilized in the synthesis of nucleosides and nucleotides, serving as an intermediate in the preparation of more complex carbohydrate derivatives. Its CAS number, 6974-32-9, allows for easy identification in chemical databases and literature. Overall, this compound exemplifies the structural diversity and functional versatility of modified sugars in organic chemistry.

Formula: C₂₈H₂₄O₉

InChI: InChI=1S/C28H24O9/c1-18(29)34-28-24(37-27(32)21-15-9-4-10-16-21)23(36-26(31)20-13-7-3-8-14-20)22(35-28)17-33-25(30)19-11-5-2-6-12-19/h2-16,22-24,28H,17H2,1H3/t22-,23-,24-,28-/m1/s1

InChI key: InChIKey=GCZABPLTDYVJMP-CBUXHAPBSA-N

SMILES: O(C(=O)C1=CC=CC=C1)[C@H]2[C@@H](OC(=O)C3=CC=CC=C3)[C@H](OC(C)=O)O[C@@H]2COC(=O)C4=CC=CC=C4

Synonyms:

• (3R,4R,5R)-2-(acetyloxy)-4-(benzoyloxy)-5-[(benzoyloxy)methyl]oxolan-3-yl benzoate
• (5-Acetyloxy-3,4-Dibenzoyloxy-Oxolan-2-Yl)Methyl Benzoate
• 1-0-Acetyl-2,3,5-tri-O-benzoyl-β-<span class="text-smallcaps">D</span>-ribofuranose
• 1-Acetyl-2,3,5-Tribenzoy-B-D-Ribofuranose
• 1-Acetyl-2,3,5-tribenzamide-D-Ribose
• 1-Acetyl-2,3,5-tribenzoyl-beta-D-ribofuranose
• 1-O-Acetyl-2,3,4-tri-O-benzoyl-β-<span class="text-smallcaps">D</span>-ribofuranose
• 1-O-Acetyl-2,3,5-Tri-O-Benzoly-Beta-D-Ribofuranse
• 1-O-Acetyl-2,3,5-Tri-O-benzoyl-beta-D-Ribofuranosine
• 1-O-Acetyl-2,3,5-tri-0-benzoyl-β-D-ribofuranose
• 1-O-Acetyl-2,3,5-tri-O-benzoyl-alpha-D-ribofuranose
• 1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose
• 1-O-Acetyl-2,3,5-tri-O-benzoyl-ß -D-ribofuranose
• 1-O-Acetyl-2,3,5-tri-O-benzoyl-β-<span class="text-smallcaps">D</span>-ribofuranose
• 1-O-Acetyl-2,3,5-tri-O-benzoyl-β-<span class="text-smallcaps">D</span>-ribose
• 1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose
• 1-O-Acetyltri-O-benzoyl-β-<span class="text-smallcaps">D</span>-ribofuranose
• 1-O-acetyl-2,3,5-tri-O-benzoylpentofuranose
• 1-O-acetyl-2,3,5-tris-O-(phenylcarbonyl)-beta-L-ribofuranose
• 1-O-acetyl-2,3,5-tris-O-(phenylcarbonyl)-β-D-xylofuranose
• 1-O-acetyl-2,3.5-tri-O-benzoyl-Beta-Ribofuranose
• 2,3,5-Tri-O-benzoyl-β-<span class="text-smallcaps">D</span>-ribofuranosyl acetate
• Clofarabine intermediate (II)
• D-Ribofuranose 1-acetate 2,3,5-tribenzoate
• NSC 23349
• Ribofuranose, 1-acetate 2,3,5-tribenzoate, β-<span class="text-smallcaps">D</span>-
• b-D-Ribofuranose,2,3,5-tri-O-(phenylmethyl)-,1-acetate
• β-<span class="text-smallcaps">D</span>-Ribofuranose, 1-acetate 2,3,5-tribenzoate
• β-D-Ribofuranose, 1-acetate 2,3,5-tribenzoate
• 1-O-Acetyltri-O-benzoyl-β-D-ribofuranose
• 1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribose

1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose, 98%

CAS: 6974-32-9

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₂₈H₂₄O₉

Purity: 98%

Color and Shape: Crystals or powder or crystalline powder, White

Molecular weight: 504.49

Ref: 02-L14302

Azacitidine Related Compound B (1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose)

CAS: 6974-32-9

Nucleic acids and their salts, whether or not chemically defined; other heterocyclic compounds, nesoi

Formula: C₂₈H₂₄O₉

Color and Shape: Powder

Molecular weight: 504.14203

Ref: 45-1045541

1-O-Acetyl-2,3,5-Tri-O-benzoyl-β-D-Ribofuranose

CAS: 6974-32-9

Formula: C₂₈H₂₄O₉

Purity: 98%

Color and Shape: Solid

Molecular weight: 504.4848

Ref: IN-DA0067O4

Azacitidine USP Related Compound B

CAS: 6974-32-9

Formula: C₂₈H₂₄O₉

Molecular weight: 504.49

Ref: 4Z-A-8177

1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

CAS: 6974-32-9

Formula: C₂₈H₂₄O₉

Purity: ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 504.50

Ref: 7W-GC9036

1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

CAS: 6974-32-9

1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

Purity: 98%

Color and Shape: Solid

Molecular weight: 504.48g/mol

Ref: 54-BIA4401

β-D-Ribofuranose 1-Acetate 2,3,5-Tribenzoate

CAS: 6974-32-9

Formula: C₂₈H₂₄O₉

Purity: >98.0%(HPLC)

Color and Shape: White to Orange to Green powder to crystal

Molecular weight: 504.49

Ref: 3B-R0067

Azacitidine USP Related Compound B

Controlled Product

CAS: 6974-32-9

Formula: C₂₈H₂₄O₉

Color and Shape: Neat

Molecular weight: 504.48

Ref: 86-MM1259.03

Azacitidine USP Related Compound B

CAS: 6974-32-9

Formula: C₂₈H₂₄O₉

Molecular weight: 504.5

Ref: ST-EA-CP-A35002

1-O-Acetyl-2,3,5-tri-O-benzoyl-b-D-ribofuranose

Controlled Product

CAS: 6974-32-9

Impurity Azacitidine USP Related Compound B
Applications An inhibitor of neutrophil-keyhole limpet hemocyanin adhesion. Anti-inflammatory agent. Azacitidine USP Related Compound B.
References Shappell, S., et al.: J. Immunol., 144, 2702 (1990), Ross, L., et al.: J. Biol. Chem., 267, 8537 (1992), Granger, D., et al.: J. Leukoc. Biol., 55, 662 (1994),

Formula: C₂₈H₂₄O₉

Color and Shape: White To Off-White

Molecular weight: 504.48

Ref: TR-A189330

1-O-Acetyl-2,3,5-tri-O-benzoyl-b-D-ribofuranose

CAS: 6974-32-9

1-O-Acetyl-2,3,5-tri-O-benzoyl-b-D-ribofuranose is an intermediate used to access a variety of ribonucleoside analogues. The ribosylation of substituted purines and pyrimidines with 1-O-Acetyl-2,3,5-tri-O-benzoyl-b-D-ribofuranose affords ribonucleoside analogues with the potential for biological and medicinal activity. Ribosylation requires the use of a catalyst such as trimethylsilyl trifluoromethane sulfonate and N,O-Bis(trimethylsilyl)trifluoroacetamide.

Formula: C₂₈H₂₄O₉

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 504.48 g/mol

Ref: 3D-MA05942

1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

CAS: 6974-32-9

Formula: C₂₈H₂₄O₉

Purity: 98%

Color and Shape: Solid, Crystalline Powder or Powder

Molecular weight: 504.491

Ref: 10-F092942

1-O-Acetyl-2,3,5-Tri-O-Benzoyl-b-D-Ribofuranose extrapure, 98%

CAS: 6974-32-9

Formula: C₂₈H₂₄O₉

Purity: min.98%

Color and Shape: White to off white, Crystals or powder or crystalline powder, Clear, Colourless to pale yellow

Molecular weight: 504.48

Ref: SR-23157