1,3,5-Tri-O-benzoyl-2-O-methyl-alpha-D-ribofuranose

Basic Information

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CAS Number

68045-07-8

Molecular Formula

C27H24O8

Molecular Weight

476.48 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

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COC1C(C(OC1OC(=O)C2=CC=CC=C2)COC(=O)C3=CC=CC=C3)OC(=O)C4=CC=CC=C4

InChI

InChI=1S/C27H24O8/c1-31-23-22(34-25(29)19-13-7-3-8-14-19)21(17-32-24(28)18-11-5-2-6-12-18)33-27(23)35-26(30)20-15-9-4-10-16-20/h2-16,21-23,27H,17H2,1H3/t21-,22-,23-,27-/m1/s1

InChIKey

BTKQRBSDABCRCX-DVAKJLRASA-N

LogP

3.6659000000000033

Topological Polar Surface Area

97.36000000000001 Å²

Hydrogen Bond Donor/Acceptor

0 / 8

Complexity

706

Synonyms & References

English

(3R,4R,5R)-5-(benzoyloxymethyl)-3-methoxytetrahydrofuran-2,4-diyl dibenzoate
(3R,4R,5R)-4-(BENZOYLOXY)-5-[(BENZOYLOXY)METHYL]-3-METHOXYOXOLAN-2-YL BENZOATE
[(2R,3R,4R)-3,5-dibenzoyloxy-4-methoxyoxolan-2-yl]methyl benzoate
1,3,5-Tri-O-benzoyl-2-O-methyl-D-ribofuranose
1,3,5-Tri-O-benzoyl-2-O-methyl-D-ribose
1,3,5-Tri-O-benzoyl-2-O-methyl-alpha/beta-D-ribose
A900453
68045-07-8
CID 69881897
SCHEMBL6735660
[(2R,3R,4R,5R)-3,5-dibenzoyloxy-4-methoxyoxolan-2-yl]methyl benzoate

MDL Number

MFCD01630921

Customs Code

2932190090

FAQ

What are the physical and chemical properties of 1,3,5-Tri-O-benzoyl-2-O-methyl-alpha-D-ribofuranose (CAS: 68045-07-8)?

1,3,5-Tri-O-benzoyl-2-O-methyl-alpha-D-ribofuranose (CAS: 68045-07-8) is a white crystalline solid with a molecular weight of approximately 620.27 g/mol. It has a low solubility in water but is more soluble in organic solvents like methanol and ethanol. This compound is relatively stable under normal conditions but can react with bases to form benzoic acid derivatives. It is used in various organic synthesis reactions due to its reactivity with nucleophiles.

How is 1,3,5-Tri-O-benzoyl-2-O-methyl-alpha-D-ribofuranose (CAS: 68045-07-8) typically synthesized?

1,3,5-Tri-O-benzoyl-2-O-methyl-alpha-D-ribofuranose (CAS: 68045-07-8) is typically synthesized through a multistep process involving the protection of the hydroxyl groups of ribose with benzoyl groups and subsequent methylation of the 2-hydroxyl position. The synthesis involves the use of acylating agents and protecting groups, with high selectivity and good overall yield. Common catalysts include imidazole and triethylamine.

What industries use 1,3,5-Tri-O-benzoyl-2-O-methyl-alpha-D-ribofuranose (CAS: 68045-07-8)?

1,3,5-Tri-O-benzoyl-2-O-methyl-alpha-D-ribofuranose (CAS: 68045-07-8) is used in the pharmaceutical industry for the production of certain drug candidates. It is also utilized in the polymer industry for the synthesis of polymerizable compounds, in the sensor industry for the development of specific chemical sensors, and in the semiconductor industry for the preparation of materials with specific functional groups.

What precautions should be taken when handling 1,3,5-Tri-O-benzoyl-2-O-methyl-alpha-D-ribofuranose (CAS: 68045-07-8)?

When handling 1,3,5-Tri-O-benzoyl-2-O-methyl-alpha-D-ribofuranose (CAS: 68045-07-8), it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize exposure. Spills should be cleaned up immediately using appropriate absorbents, and the area should be well-ventilated. Consult the Safety Data Sheet (SDS) for detailed handling and disposal information.