N-(9-((2R,3R,4R,5R)-3-((tert-Butyldimethylsilyl)oxy)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide

Name: N-(9-((2R,3R,4R,5R)-3-((tert-Butyldimethylsilyl)oxy)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide
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CAS No. 69504-07-0
Cat. No. CS-0542307
Purity≥98%
MDL No.MFCD28134644

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N-(9-((2R,3R,4R,5R)-3-((tert-Butyldimethylsilyl)oxy)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide|CS-0542307

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Description

This N-(9-((2R,3R,4R,5R)-3-((tert-Butyldimethylsilyl)oxy)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide features a protected ribose mimic with orthogonal functional handles, enabling seamless incorporation into nucleoside analogs. The tert-butyldimethylsilyl group ensures stability during synthesis, while the benzamide moiety provides a robust anchor for conjugation and purification workflows under standard conditions.

Application

N-(9-((2R,3R,4R,5R)-3-((tert-Butyldimethylsilyl)oxy)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide serves as a key nucleoside analog intermediate, enabling efficient synthesis of purine-based building blocks. The protected hydroxyl groups provide exceptional bench stability and orthogonal reactivity, facilitating selective deprotection and functionalization in complex molecule assembly. Its compatibility with standard coupling protocols and robust handling make it ideal for medicinal chemistry campaigns requiring precise glycosylation control.

General Information

CAS No. 69504-07-0
Cat. No. CS-0542307
Purity ≥98%
MDL No. MFCD28134644
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₃H₃₁N₅O₅Si
Molecular Weight 485.61
Synonym(s) N6-benzoyl-2'-O-(tert-butyldiMethylsilyl)adenosine
SMILES CC(C)(C)[Si](C)(C)O[C@H]1[C@@](N2C3=NC=NC(NC(C4=CC=CC=C4)=O)=C3N=C2)([H])O[C@@H]([C@H]1O)CO

Computational Chemistry Data

TPSA 131.62
LogP 2.7196
H_Acceptors 9
H_Donors 3
Rotatable_Bonds 6

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Purine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Nucleosides & Nucleotides Nucleosides, Deoxyribonucleosides and Other Nucleosides

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleobases and their Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleoside Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleosides

Catalysis Compounds by Element Classes Metal Compounds Semimetal Compounds

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N-(9-((2R,3R,4R,5R)-3-((tert-Butyldimethylsilyl)oxy)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide

CAS No. 69504-07-0

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