2-Amino-9-[(2R,5S)-5-(hydroxymethyl)tetrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one | CAS No. 85326-06-3

2-Amino-9-[(2R,5S)-5-(hydroxymethyl)tetrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one

Basic Information

CAS Number

85326-06-3

Molecular Formula

C10H13N5O3

Molecular Weight

251.25 g/mol

AD

Basic Physical Properties

Boiling Point

632.1°C at 760 mmHg

O=C1NC(N)=NC2=C1N=CN2[C@@H]3O[C@H](CO)CC3

InChI

InChI=1S/C10H13N5O3/c11-10-13-8-7(9(17)14-10)12-4-15(8)6-2-1-5(3-16)18-6/h4-6,16H,1-3H2,(H3,11,13,14,17)/t5-,6+/m0/s1

InChIKey

OCLZPNCLRLDXJC-NTSWFWBYSA-N

LogP

-0.6283000000000005

Topological Polar Surface Area

119.05000000000001 Ų

Hydrogen Bond Donor/Acceptor

4 / 8

Complexity

388

Synonyms & References

English

  • 2-Amino-9-((2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
  • 2-Amino-9-[5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
  • 2',3'-Dideoxyguanosine
  • 2-amino-9-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
  • Guanosine, 2',3'-dideoxy-
  • Dideoxyguanosine
  • ddGuo
  • 2',3'-Didioxyguanosine
  • NSC619072
  • 2-amino-9-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-purin-6-one
  • deoxy-deoxy-guanosine
  • 2', 3'-Dideoxyguanosine
  • 2'',3''-Dideoxyguanosine
  • 3234AC
  • AX8012129

MDL Number

MFCD00057074

FAQ

What are the physical and chemical properties of 2-Amino-9-[(2R,5S)-5-(hydroxymethyl)tetrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one (CAS: 85326-06-3)?

2-Amino-9-[(2R,5S)-5-(hydroxymethyl)tetrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one is a crystalline solid with a molecular weight of approximately 301.27 g/mol. It is slightly soluble in water but soluble in organic solvents like methanol and ethanol. The compound has moderate reactivity, particularly with acidic and basic conditions, and is prone to hydrolysis. It exhibits good stability in neutral pH solutions and is susceptible to degradation under high temperatures and light exposure.

How is 2-Amino-9-[(2R,5S)-5-(hydroxymethyl)tetrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one (CAS: 85326-06-3) typically synthesized?

2-Amino-9-[(2R,5S)-5-(hydroxymethyl)tetrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one can be synthesized through a multi-step process involving the condensation of 2-amino-6-oxopurine and (2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-carbaldehyde. The reaction is carried out in the presence of a catalyst such as palladium acetate. The process yields a high purity product with good selectivity and a yield of approximately 75-80%.

What industries use 2-Amino-9-[(2R,5S)-5-(hydroxymethyl)tetrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one (CAS: 85326-06-3)?

2-Amino-9-[(2R,5S)-5-(hydroxymethyl)tetrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one is primarily used in the pharmaceutical industry as a precursor for drug synthesis. It has also found applications in the development of sensors and semiconductors due to its electronic and optical properties. Additionally, it can be used in the polymer industry for the modification of materials.

What precautions should be taken when handling 2-Amino-9-[(2R,5S)-5-(hydroxymethyl)tetrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one (CAS: 85326-06-3)?

When handling 2-Amino-9-[(2R,5S)-5-(hydroxymethyl)tetrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one, it is important to wear appropriate personal protective equipment (PPE) such as gloves and safety goggles. The compound should be handled in a well-ventilated area or a fume hood to avoid inhalation of dust or vapors. Spills should be cleaned up immediately using absorbent material, and proper disposal methods should be followed. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage instructions.

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