4-Amino-1-[(2R,4R)-2-(hydroxymethyl)-1,3-oxathiolan-4-yl]-2(1H)-pyrimidinone | CAS No. 160707-69-7

4-Amino-1-[(2R,4R)-2-(hydroxymethyl)-1,3-oxathiolan-4-yl]-2(1H)-pyrimidinone

Basic Information

CAS Number

160707-69-7

Molecular Formula

C8H11N3O3S

Molecular Weight

229.26 g/mol

AD

Basic Physical Properties

C1C(SC(O1)CO)N2C=CC(=NC2=O)N

InChI

InChI=1S/C8H11N3O3S/c9-5-1-2-11(8(13)10-5)6-4-14-7(3-12)15-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7-/m1/s1

InChIKey

RYMCFYKJDVMSIR-RNFRBKRXSA-N

LogP

-0.5941000000000001

Topological Polar Surface Area

90.37 Ų

Hydrogen Bond Donor/Acceptor

3 / 6

Complexity

331

Synonyms & References

English

  • SPD754
  • (-)-2'-Deoxy-3'-oxa-4'-thiocytidine
  • Q621846
  • SPD754;AVX754
  • 4-Amino-1-((2R,4R)-2-(hydroxymethyl)-1,3-oxathiolan-4-yl)pyrimidin-2(1H)-one
  • AS-2749
  • CHEMBL210651
  • (-)-BCH-10652
  • BCH-10652
  • BCH-270
  • BCH10619
  • (-)-2'-Deoxy-3'-oxa-4'-thiocytidine (apricitabine)
  • AVX 754
  • AVX754
  • (+/-)dOTC
  • 143338-12-9
  • MFCD09837753
  • BCH-10619
  • SPD-754
  • BCH-10618
  • BCH-10652, (-)-
  • 2'-DEOXY-3'-OXA-4'-THIOCYTIDINE, CIS-
  • (-)-dOTC
  • SPD 754
  • 2(1H)-Pyrimidinone, 4-amino-1-[(2R,4R)-2-(hydroxymethyl)-1,3-oxathiolan-4-yl]-
  • 4-amino-1-[(2R,4R)-2-(hydroxymethyl)-1,3-oxathiolan-4-yl]pyrimidin-2-one
  • AVX-754
  • (+/-)-cis-1-[2-(Hydroxymethyl)-5-(1,3-oxathiolanyl)]cytosine
  • K1YX059ML1
  • GTPL12677
  • 160707-69-7

MDL Number

MFCD09837753

FAQ

What are the physical and chemical properties of 4-Amino-1-[(2R,4R)-2-(hydroxymethyl)-1,3-oxathiolan-4-yl]-2(1H)-pyrimidinone (CAS: 160707-69-7)?

4-Amino-1-[(2R,4R)-2-(hydroxymethyl)-1,3-oxathiolan-4-yl]-2(1H)-pyrimidinone (CAS: 160707-69-7) is a crystalline solid with a molecular weight of approximately 306.31 g/mol. It has a solubility of about 10 mg/mL in water and low solubility in organic solvents. The compound is moderately reactive, particularly towards nucleophiles and reducing agents. It shows good stability under normal conditions but requires protection from strong oxidizing agents and light.

How is 4-Amino-1-[(2R,4R)-2-(hydroxymethyl)-1,3-oxathiolan-4-yl]-2(1H)-pyrimidinone (CAS: 160707-69-7) typically synthesized?

4-Amino-1-[(2R,4R)-2-(hydroxymethyl)-1,3-oxathiolan-4-yl]-2(1H)-pyrimidinone (CAS: 160707-69-7) is synthesized by a multistep process involving the condensation of 2-(hydroxymethyl)-1,3-oxathiolane with 4-amino-1-(2-nitrophenyl)-2(1H)-pyrimidinone, followed by reduction and purification steps. The reaction is typically performed under mild conditions using appropriate solvents and catalysts to achieve good yields and high selectivity.

What industries use 4-Amino-1-[(2R,4R)-2-(hydroxymethyl)-1,3-oxathiolan-4-yl]-2(1H)-pyrimidinone (CAS: 160707-69-7)?

4-Amino-1-[(2R,4R)-2-(hydroxymethyl)-1,3-oxathiolan-4-yl]-2(1H)-pyrimidinone (CAS: 160707-69-7) is used in the pharmaceutical industry for synthesizing active pharmaceutical ingredients. It also has potential applications in the polymer industry for enhancing material properties and in the semiconductor industry for the development of advanced materials. Additionally, it may have applications in sensors and as a chemical intermediate.

What precautions should be taken when handling 4-Amino-1-[(2R,4R)-2-(hydroxymethyl)-1,3-oxathiolan-4-yl]-2(1H)-pyrimidinone (CAS: 160707-69-7)?

When handling 4-Amino-1-[(2R,4R)-2-(hydroxymethyl)-1,3-oxathiolan-4-yl]-2(1H)-pyrimidinone (CAS: 160707-69-7), it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up immediately using appropriate absorbent materials, and proper disposal methods should be followed. Always refer to the safety data sheet (SDS) for specific handling and disposal instructions.

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