• N2,9-Diacetylguanine (CAS 3056-33-5) - TCI D3604 - AMI Scientific
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TCI

CAS 3056-33-5

N2,9-Diacetylguanine TCI D3604

N2,9-Diacetylguanine TCI D3604
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Rp 1.696.800,00
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N2,9-Diacetylguanine is a protected guanine derivative carrying acetyl groups on the exocyclic nitrogen at position two and on the nitrogen at position nine of the purine ring. This compound is classified as a heterocyclic building block and plays an important role in nucleoside and nucleotide chemistry. In laboratory settings, pure guanine is notoriously difficult to handle due to its extremely low solubility and reactive free amino groups. The installation of acetyl groups addresses both challenges simultaneously, making the purine framework far more practical for use in stepwise synthesis protocols.

The properties that make this compound widely preferred stem from the dual role of the acetyl groups as both protecting and activating functionalities. Acetylation of the amino group prevents unwanted side reactions during alkylation or glycosylation procedures, while acetylation at the N9 position facilitates group exchange through Lewis acid-catalyzed transglycosylation reactions. Furthermore, the improved solubility in organic solvents such as acetonitrile and dimethylformamide enables reactions to proceed under homogeneous conditions, resulting in enhanced yields and greater reproducibility across multiple experimental runs.

In Indonesian laboratories, this reagent is typically employed in academic research groups and pharmaceutical development settings where nucleoside analogs are being synthesized for biological evaluation. Research institutions working on antiviral compounds, modified oligonucleotides, and purine-based drug candidates rely on this building block to construct complex molecular architectures. The compound's compatibility with standard laboratory solvents and its straightforward deprotection using ammonia in methanol or mild base make it particularly suitable for multi-step synthetic sequences commonly performed in these environments.

  • Nucleoside synthesis: The protected amino group prevents side reactions during glycosylation, enabling clean formation of nucleoside bonds with high selectivity and yield.
  • Oligonucleotide chemistry: Serves as a reliable building block for constructing modified DNA and RNA sequences where protected guanine residues are required for solid-phase synthesis.
  • Purine derivative preparation: Facilitates the synthesis of various substituted purines through controlled alkylation reactions without interference from unprotected functional groups.
  • Antiviral drug development: Provides a key intermediate for synthesizing nucleoside analogs that target viral polymerases in pharmaceutical research programs.
  • Heterocyclic library construction: Enables parallel synthesis of diverse purine-based compound libraries for structure-activity relationship studies in drug discovery projects.

Brand TCI
CAS number 3056-33-5
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes —
Physical form Solid powder
Storage Keep container tightly closed and store in a cool, dry place away from light
  • Product Code: D3604

Store this compound in its original container with the lid securely fastened to prevent moisture absorption and contamination. Maintain storage conditions in a cool, dry environment away from direct sunlight and heat sources. The material should be kept in a well-ventilated chemical storage area designated for organic compounds. When handling, use appropriate personal protective equipment including gloves, safety goggles, and laboratory coat. Avoid generating dust during weighing and transfer operations. Work in a fume hood when possible to minimize inhalation exposure. Ensure containers are properly labeled and segregated from incompatible materials such as strong oxidizing agents and strong acids.

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