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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

  • Cat. No. CS-0542307
  • Purity≥98%
  • MDL No.MFCD28134644

*For research and further manufacturing use only, not for direct human use.

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

Structure of 69504-07-0

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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

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.

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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Computational Chemistry Data

  • TPSA   131.62
  • LogP   2.7196
  • H_Acceptors   9
  • H_Donors   3
  • Rotatable_Bonds   6

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