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111878-21-8 (25-Fluoro-N-(trimethylsilyl)-2-((trimethylsilyl)oxy)pyrimidin-4-amine)

111878-21-8 (25-FLUORO-N-(TRIMETHYLSILYL)-2-((TRIMETHYLSILYL)OXY)PYRIMIDIN-4-AMINE) Manufacturers in Hyderabad, India

Overview & Chemical Identity

CAS Number: 111878-21-8

Chemical Name: 25-Fluoro-N-(trimethylsilyl)-2-((trimethylsilyl)oxy)pyrimidin-4-amine

IUPAC Name: 25-Fluoro-4-[(trimethylsilyl)amino]-2-[(trimethylsilyl)oxy]pyrimidine

Synonyms:
25-Fluoro-2,4-bis(trimethylsilyl)oxypyrimidine derivative;
25-Fluoro-4-amino-2-(trimethylsilyloxy)pyrimidine (TMS protected);
Silylated 5-fluoropyrimidine intermediate

Molecular Formula: C₁₀H₂₀FN₃OSi₂

Molecular Weight: ~273.45 g/mol

Physical & Chemical Properties

Appearance: Colorless to pale yellow liquid or low-melting solid (depending on purity and storage conditions)

Physical State: Moisture-sensitive liquid or semi-solid

Melting Point: Not consistently reported; may vary due to silyl protection

Boiling Point: Decomposes upon strong heating; sensitive to moisture

Solubility:
Soluble in non-polar and moderately polar organic solvents such as dichloromethane, THF, toluene, and acetonitrile; reacts with water

Stability:
Moisture-sensitive; hydrolyzes in the presence of water or protic solvents; stable under dry, inert atmospheric conditions

Structural & Molecular Identifiers

Functional Groups:

  • Fluorinated pyrimidine ring

  • Trimethylsilyl (TMS) protected amine (–N–Si(CH₃)₃)

  • Trimethylsilyl ether (–O–Si(CH₃)₃)

  • Aromatic heterocyclic system

Chemical Class:

Silylated fluoropyrimidine derivative / Organosilicon-protected heterocycle

SMILES (representative):
CSi(C)NC1=NC(=C(F)C=N1)OSi(C)C

InChI Key (representative):
(Varies by database; available from chemical registries)

Functionality & Applications

Protected Pyrimidine Intermediate

111878-21-8 is primarily used as a protected fluoropyrimidine intermediate in advanced organic synthesis. The trimethylsilyl (TMS) groups serve as protective functionalities that:

  • Enhance solubility in organic media

  • Prevent unwanted side reactions

  • Facilitate nucleophilic substitution reactions

  • Enable selective deprotection under controlled conditions

The presence of fluorine further modifies electronic properties, improving reactivity control.

Pharmaceutical Applications

This compound plays an important role in:

  • Synthesis of fluorinated nucleoside analogs

  • Anticancer and antiviral drug development

  • Preparation of fluoropyrimidine-based APIs

  • Medicinal chemistry research programs

Fluoropyrimidine derivatives are key structural motifs in well-known chemotherapeutic agents, and silyl-protected intermediates are commonly used in their synthesis.

Nucleoside & Nucleotide Chemistry

Frequently utilized in:

  • Glycosylation reactions for nucleoside formation

  • Vorbrüggen-type coupling reactions

  • Development of modified DNA/RNA analogs

  • Synthetic routes for antiviral agents

The silyl groups improve coupling efficiency during nucleobase activation processes.

Research & Development

Commonly employed in:

  • Advanced heterocyclic synthesis

  • Organosilicon chemistry research

  • Fluorine chemistry studies

  • Structure–activity relationship (SAR) investigations

  • Development of novel fluorinated therapeutic molecules

Its dual silyl protection makes it particularly valuable in multi-step synthetic strategies.

Safety & Handling

GHS Classification (typical for moisture-sensitive organosilicon compounds):

  • Harmful if swallowed

  • Causes skin and eye irritation

  • May cause respiratory irritation

  • Reacts with moisture

Common Hazard Statements:

  • H302: Harmful if swallowed

  • H315: Causes skin irritation

  • H319: Causes serious eye irritation

  • H335: May cause respiratory irritation

Precautionary Statements:

  • P261: Avoid breathing vapors

  • P280: Wear protective gloves and eye protection

  • P305 + P351 + P338: IF IN EYES, rinse cautiously with water

  • P402 + P404: Store in a dry place in a tightly closed container

Handle under inert atmosphere (nitrogen or argon) in a dry laboratory environment using appropriate PPE.

Practical Details & Supplier Information

Typical Purity: 95–99% (Research Grade)

Storage Conditions:

  • Store under dry nitrogen or argon

  • Keep in a moisture-free, cool environment

  • Protect from direct sunlight

  • Use desiccant storage if necessary

Commercial Use:
Available from specialty chemical manufacturers for research and pharmaceutical intermediate synthesis applications.
Not intended for direct pharmaceutical, food, or diagnostic use without proper regulatory compliance.

Summary Statement

111878-21-8 (25-FLUORO-N-(TRIMETHYLSILYL)-2-((TRIMETHYLSILYL)OXY)PYRIMIDIN-4-AMINE) is a moisture-sensitive, silyl-protected fluoropyrimidine intermediate widely utilized in pharmaceutical and nucleoside synthesis. Its combination of fluorine substitution and trimethylsilyl protection enables selective reactivity and efficient multi-step synthesis, making it a valuable building block in advanced medicinal chemistry and organosilicon research applications.

As a trusted manufacturer and supplier in Hyderabad, SriniChem provides high-quality 111878-21-8 (25-FLUORO-N-(TRIMETHYLSILYL)-2-((TRIMETHYLSILYL)OXY)PYRIMIDIN-4-AMINE) produced under strict quality control standards. Our product, with CAS No: 111878-21-8 , is suitable for both research and industrial use. Choose SriniChem for reliable supply, technical expertise, and customer-focused service. Contact SriniChem today for 25-FLUORO-N-(TRIMETHYLSILYL)-2-((TRIMETHYLSILYL)OXY)PYRIMIDIN-4-AMINE.

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