2-(6-(((Benzhydryloxy)carbonyl)amino)-9H-purin-9-yl)acetic acid

Name: 2-(6-(((Benzhydryloxy)carbonyl)amino)-9H-purin-9-yl)acetic acid
Brand: ChemScene
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CAS No. 186046-80-0
Cat. No. CS-0149766
Purity≥96%
MDL No.MFCD09261306

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2-(6-(((Benzhydryloxy)carbonyl)amino)-9H-purin-9-yl)acetic acid|CS-0149766

Structure of 186046-80-0

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General Information

CAS No. 186046-80-0
Cat. No. CS-0149766
Purity ≥96%
MDL No. MFCD09261306
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₁₇N₅O₄
Molecular Weight 403.39
Synonym(s) (6-Benzhydryloxycarbonylamino-purin-9-yl)-acetic acid
SMILES O=C(O)CN1C2=NC=NC(NC(OC(C3=CC=CC=C3)C4=CC=CC=C4)=O)=C2N=C1

Description

This purine derivative features a benzhydryloxy carbonyl-amino linkage at the 6-position and a pendant acetic acid group at the 2-position, enabling conjugation or derivatization. The structure combines stability with tunable reactivity, facilitating incorporation into nucleoside analogs and bioconjugates for medicinal chemistry applications.

Application

2-(6-(((Benzhydryloxy)carbonyl)amino)-9H-purin-9-yl)acetic acid serves as a protected nucleoside analog precursor, enabling efficient access to purine-based scaffolds. Its benzhydryloxycarbonyl (Bhc) group offers excellent stability and orthogonal deprotection under mild acidic conditions, facilitating downstream functionalization. The acetic acid moiety provides a handle for conjugation or derivatization, supporting applications in medicinal chemistry and oligonucleotide synthesis.

Synthesis

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References
- Debaene, Francois; Winssinger, Nicolas Organic Letters, 2003 , vol. 5, # 23 p. 4445 - 4447
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  186046-80-0
References
- Debaene, Francois; Winssinger, Nicolas Organic Letters, 2003 , vol. 5, # 23 p. 4445 - 4447
Route3
- 183181-27-3
- ~%
- In-stock
  
  186046-80-0
References
- Debaene, Francois; Winssinger, Nicolas Organic Letters, 2003 , vol. 5, # 23 p. 4445 - 4447

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 119.23
LogP 3.249
H_Acceptors 7
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Purine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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2-(6-(((Benzhydryloxy)carbonyl)amino)-9H-purin-9-yl)acetic acid

CAS No. 186046-80-0

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