2-Chloro-6-amino-9-(2’,3’,5’-tri-O-acetyl-b-D-ribofuranosyl)purine | CAS No. 79999-39-6

2-Chloro-6-amino-9-(2’,3’,5’-tri-O-acetyl-b-D-ribofuranosyl)purine

Basic Information

CAS Number

79999-39-6

Molecular Formula

C16H18ClN5O7

Molecular Weight

427.8 g/mol

AD

Basic Physical Properties

Melting Point

67-75°C

Density

1.70±0.1 g/cm3 (20 ºC 760 Torr),

CC(=O)OCC1C(C(C(O1)N2C=NC3=C(N=C(N=C32)Cl)N)OC(=O)C)OC(=O)C

InChI

InChI=1S/C16H18ClN5O7/c1-6(23)26-4-9-11(27-7(2)24)12(28-8(3)25)15(29-9)22-5-19-10-13(18)20-16(17)21-14(10)22/h5,9,11-12,15H,4H2,1-3H3,(H2,18,20,21)

InChIKey

IMTFOTCIQPKKSP-UHFFFAOYSA-N

LogP

0.3857999999999998

Topological Polar Surface Area

157.75 Ų

Hydrogen Bond Donor/Acceptor

2 / 12

Complexity

655

Synonyms & References

English

  • AKOS030242820
  • 2-Chloro-6-amino-9-(2',3',5'-tri-O-acetyl-beta-D-ribofuranosyl)purine
  • [(2R,3S,4S,5R)-3,4-diacetyloxy-5-(6-amino-2-chloropurin-9-yl)oxolan-2-yl]methyl acetate
  • 79999-39-6
  • 2-Chloro-6-amino-9-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)purine
  • 2-CHLORO-6-AMINO-9-(2’,3’,5’-TRI-O-ACETYL-ß-D-RIBOFURANOSYL)PURINE
  • Adenosine, 2-chloro-, 2',3',5'-triacetate
  • 2',3',5'-tri-O-acetyl-2-chloroadenosine
  • 2',3',5-TRI-O-ACETYL-2-CHLOROADENOSINE
  • 2-Chloro-6-amino-9-(2',3',5'-tri-O-acetyl-Beta-D-ribofuranosyl)purine
  • 2-Chloro-6-amino-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine
  • 6-AMINO-2-CHLORO-9-(2',3',5'-TRI-O-ACETYL-B-D-RIBOFURANOSYL)PURINE
  • 2-Chloroadenosine 2',3',5'-triacetate

MDL Number

MFCD09953421

FAQ

What are the physical and chemical properties of 2-Chloro-6-amino-9-(2’,3’,5’-tri-O-acetyl-b-D-ribofuranosyl)purine (CAS: 79999-39-6)?

2-Chloro-6-amino-9-(2’,3’,5’-tri-O-acetyl-b-D-ribofuranosyl)purine is a crystalline compound with a high molecular weight. It has a low water solubility and moderate solubility in organic solvents. It is chemically reactive, particularly towards nucleophilic substitution reactions. Its reactivity can be influenced by the acetyl groups, which can protect the ribose moiety from hydrolytic cleavage. Additionally, it is susceptible to base-catalyzed deacetylation under basic conditions.

How is 2-Chloro-6-amino-9-(2’,3’,5’-tri-O-acetyl-b-D-ribofuranosyl)purine (CAS: 79999-39-6) typically synthesized?

2-Chloro-6-amino-9-(2’,3’,5’-tri-O-acetyl-b-D-ribofuranosyl)purine is commonly synthesized through a multi-step process involving the acetylation of the ribose moiety followed by the installation of the purine ring and the chloro and amino functionalities. Catalytic conditions often involve the use of mild acid or base catalysts, and the reaction typically proceeds with high selectivity and yield.

What industries use 2-Chloro-6-amino-9-(2’,3’,5’-tri-O-acetyl-b-D-ribofuranosyl)purine (CAS: 79999-39-6)?

2-Chloro-6-amino-9-(2’,3’,5’-tri-O-acetyl-b-D-ribofuranosyl)purine is primarily used in the pharmaceutical industry for the development of nucleoside analogues. It may also find applications in the field of polymer science for the synthesis of customized biopolymers and in the development of novel sensors and semiconductors.

What precautions should be taken when handling 2-Chloro-6-amino-9-(2’,3’,5’-tri-O-acetyl-b-D-ribofuranosyl)purine (CAS: 79999-39-6)?

When handling 2-Chloro-6-amino-9-(2’,3’,5’-tri-O-acetyl-b-D-ribofuranosyl)purine, it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work must be conducted in a well-ventilated area or a fume hood to minimize exposure to airborne particles. Spills should be cleaned up using appropriate absorbents, and the material safety data sheet (MSDS) should be consulted for specific handling guidelines and emergency procedures.

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