a-D-Xylofuranose,1,2-O-(1-methylethylidene)-, 5-benzoate

Modify Date: 2024-01-02 18:31:11

a-D-Xylofuranose,1,2-O-(1-methylethylidene)-, 5-benzoate Structure
a-D-Xylofuranose,1,2-O-(1-methylethylidene)-, 5-benzoate structure
Common Name a-D-Xylofuranose,1,2-O-(1-methylethylidene)-, 5-benzoate
CAS Number 6022-96-4 Molecular Weight 294.30
Density 1.3±0.1 g/cm3 Boiling Point 432.0±40.0 °C at 760 mmHg
Molecular Formula C15H18O6 Melting Point N/A
MSDS N/A Flash Point 159.2±20.8 °C

 Use of a-D-Xylofuranose,1,2-O-(1-methylethylidene)-, 5-benzoate


5-O-Benzoyl-1,2-di-O-isopropylidene-alpha-D-xylofuranose is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].

 Names

Name [(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzoate
Synonym More Synonyms

  Biological Activity

Description 5-O-Benzoyl-1,2-di-O-isopropylidene-alpha-D-xylofuranose is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].
Related Catalog
References

[1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.  

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 432.0±40.0 °C at 760 mmHg
Molecular Formula C15H18O6
Molecular Weight 294.30
Flash Point 159.2±20.8 °C
Exact Mass 294.110352
PSA 74.22000
LogP 3.04
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.533

 Synthetic Route

~94%

a-D-Xylofuranose,1,2-O-(1-methylethylidene)-, 5-benzoate Structure

a-D-Xylofuranos...

CAS#:6022-96-4

Literature: Johnson; Bhumralkar; De Clercq Nucleosides and Nucleotides, 1995 , vol. 14, # 1-2 p. 185 - 194

~96%

a-D-Xylofuranose,1,2-O-(1-methylethylidene)-, 5-benzoate Structure

a-D-Xylofuranos...

CAS#:6022-96-4

Literature: Arya, Anu; Mathur, Divya; Tyagi, Abhilash; Kumar, Rajesh; Kumar, Vinod; Olsen, Carl E.; Saxena, Rajendra K.; Prasad, Ashok K. Nucleosides, Nucleotides and Nucleic Acids, 2013 , vol. 32, # 12 p. 646 - 659

~77%

a-D-Xylofuranose,1,2-O-(1-methylethylidene)-, 5-benzoate Structure

a-D-Xylofuranos...

CAS#:6022-96-4

Literature: Puech, Frederic; Gosselin, Gilles; Imbach, Jean-Louis Tetrahedron Letters, 1989 , vol. 30, # 24 p. 3171 - 3174

~65%

a-D-Xylofuranose,1,2-O-(1-methylethylidene)-, 5-benzoate Structure

a-D-Xylofuranos...

CAS#:6022-96-4

Literature: Mota, Antonio J.; Robles, Rafael; De Cienfuegos, Luis Alvarez; Lamenca, Alberto Tetrahedron Letters, 2004 , vol. 45, # 17 p. 3349 - 3353

~%

a-D-Xylofuranose,1,2-O-(1-methylethylidene)-, 5-benzoate Structure

a-D-Xylofuranos...

CAS#:6022-96-4

Literature: Koth, Daniel; Fiedler, Andrea; Scholz, Sandy; Gottschaldt, Michael Journal of Carbohydrate Chemistry, 2007 , vol. 26, # 5-6 p. 267 - 278

~%

a-D-Xylofuranose,1,2-O-(1-methylethylidene)-, 5-benzoate Structure

a-D-Xylofuranos...

CAS#:6022-96-4

Literature: Koth, Daniel; Fiedler, Andrea; Scholz, Sandy; Gottschaldt, Michael Journal of Carbohydrate Chemistry, 2007 , vol. 26, # 5-6 p. 267 - 278

~%

a-D-Xylofuranose,1,2-O-(1-methylethylidene)-, 5-benzoate Structure

a-D-Xylofuranos...

CAS#:6022-96-4

Literature: Mota, Antonio J.; Robles, Rafael; De Cienfuegos, Luis Alvarez; Lamenca, Alberto Tetrahedron Letters, 2004 , vol. 45, # 17 p. 3349 - 3353

~%

a-D-Xylofuranose,1,2-O-(1-methylethylidene)-, 5-benzoate Structure

a-D-Xylofuranos...

CAS#:6022-96-4

Literature: Wang, Zhiwei; Prudhomme, Daniel R.; Buck, Jason R.; Park, Minnie; Rizzo, Carmelo J. Journal of Organic Chemistry, 2000 , vol. 65, # 19 p. 5969 - 5985

 Synonyms

(4-hydroxy-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-3-yl)methylbenzoate
5-O-benzoyl-1,2-O-isopropylidene-D-xylofuranose
α-D-Xylofuranose, 1,2-O-(1-methylethylidene)-, 5-benzoate
5-O-Benzoyl-1,2-O-isopropylidene-α-D-xylofuranose
[(3aR,5R,6S,6aR)-6-Hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzoate
[(3aR,5R,6S,6aR)-6-Hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methylbenzoat