CAS 100644-68-6

1-[2-Deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-4-methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine

Description:

1-[2-Deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-4-methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine, with CAS number 100644-68-6, is a complex organic compound characterized by its unique structural features. It contains a pentofuranosyl sugar moiety, which is modified with two 4-methylbenzoyl groups, enhancing its lipophilicity and potential biological activity. The pyrazolo[3,4-d]pyrimidine core contributes to its pharmacological properties, often associated with nucleoside analogs. The presence of a methoxy group at the 4-position of the pyrazolo ring may influence its solubility and reactivity. This compound is of interest in medicinal chemistry, particularly for its potential applications in antiviral or anticancer therapies, owing to its structural resemblance to nucleotides. Its synthesis and characterization involve various organic chemistry techniques, including protection and deprotection strategies for the sugar moiety, as well as coupling reactions to form the pyrazolo-pyrimidine framework. Overall, this compound exemplifies the intricate design often employed in the development of bioactive molecules.

Formula: C₂₇H₂₇N₅O₆

InChI: InChI=1S/C27H27N5O6/c1-15-4-8-17(9-5-15)25(33)36-14-21-20(38-26(34)18-10-6-16(2)7-11-18)12-22(37-21)32-23-19(13-29-32)24(35-3)31-27(28)30-23/h4-11,13,20-22H,12,14H2,1-3H3,(H2,28,30,31)/t20-,21+,22+/m0/s1

InChI key: InChIKey=JLUHRVVKEOKCHA-BHDDXSALSA-N

SMILES: O(C)C1=C2C(N(N=C2)[C@H]3C[C@H](OC(=O)C4=CC=C(C)C=C4)[C@@H](COC(=O)C5=CC=C(C)C=C5)O3)=NC(N)=N1

Synonyms:

• 1-[2-Deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-4-methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine
• 1H-Pyrazolo[3,4-d]pyrimidin-6-amine, 1-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-4-methoxy-

6-Amino-4-methoxy-1-(2-deoxy-3,5-di-O-(p-toluoyl)-b-D-ribofuranosyl)-1H-pyrazolo[3,4-d]pyrimidine

CAS: 100644-68-6

Nucleoside Derivatives - 7-Deaza-8-aza-purine nucleosides; 6-Modified purine nucleosides

Formula: C₂₇H₂₇N₅O₆

Color and Shape: Solid

Molecular weight: 517.53

Ref: TM-TNU1036