1,5-Di-O-phosphono-D-ribofuranose

Basic Information

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CAS Number

14689-84-0

Molecular Formula

C5H12O11P2

Molecular Weight

310.09 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Insecticides

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Solubility

H2O: soluble50mg/mL, clear, colorless to light yellow

SMILES

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C(C1C(C(C(O1)OP(=O)(O)O)O)O)OP(=O)(O)O

InChI

InChI=1S/C5H12O11P2/c6-3-2(1-14-17(8,9)10)15-5(4(3)7)16-18(11,12)13/h2-7H,1H2,(H2,8,9,10)(H2,11,12,13)/t2-,3-,4-,5?/m1/s1

InChIKey

AAAFZMYJJHWUPN-SOOFDHNKSA-N

LogP

-2.3483

Topological Polar Surface Area

183.21 Å²

Hydrogen Bond Donor/Acceptor

6 / 11

Complexity

372

Synonyms & References

English

14689-84-0
CHEBI:17994
D-Ribofuranose, 1,5-bis(dihydrogen phosphate)
HY-114327
Q27102751
1,5-di-O-phosphono-D-ribofuranose
D-ribofuranose 1,5-bis(dihydrogen phosphate)
[(3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl] dihydrogen phosphate
DTXSID101252223
D-Ribose 1,5-bisphosphate
CS-0082409
ribose-1,5-bisphosphate
SCHEMBL1332683
D-ribose 1,5-diphosphate
Ribose-1,5-diphosphate
D-Ribofuranose,1,5-bis(dihydrogen phosphate)
D-Ribulose 1,5-bisphosphate sodium salt hydrate
1,5-di-O-phosphonopent-2-ulose
D-Ribulose 1,5-bisphosphate hydrate sodium salt
D-Ribulose 1,5-diphosphate, RuDP
RuDP
D-ribose 1,5-bisphosphate
alpha-D-ribose 1,5-bisphosphate
D-Ribose 1,5-diphosphate

MDL Number

MFCD10567438

FAQ

What are the physical and chemical properties of 1,5-Di-O-phosphono-D-ribofuranose (CAS: 14689-84-0)?

1,5-Di-O-phosphono-D-ribofuranose is a colorless crystalline solid with a molecular weight of approximately 252.09 g/mol. It is poorly soluble in water but soluble in organic solvents. This compound is highly reactive, particularly with nucleophiles, and can form ester and phosphodiester linkages under specific conditions.

How is 1,5-Di-O-phosphono-D-ribofuranose (CAS: 14689-84-0) typically synthesized?

1,5-Di-O-phosphono-D-ribofuranose is typically synthesized through the phosphorolysis of D-ribofuranose with phosphorus oxychloride or phosphorus pentoxide. The reaction involves a nucleophilic substitution at the 1 and 5 positions, yielding the desired compound with high selectivity and good yield.

What industries use 1,5-Di-O-phosphono-D-ribofuranose (CAS: 14689-84-0)?

1,5-Di-O-phosphono-D-ribofuranose finds applications in pharmaceuticals, particularly in the synthesis of nucleoside analogs for antiviral and anticancer drugs. It is also used in the development of sensors and in the synthesis of certain polymer materials.

What precautions should be taken when handling 1,5-Di-O-phosphono-D-ribofuranose (CAS: 14689-84-0)?

When handling 1,5-Di-O-phosphono-D-ribofuranose, safety goggles, gloves, and a lab coat are essential. Reactivity with water and air requires the use of a fume hood. Spills should be cleaned up with appropriate absorbent materials and disposed of according to lab regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions.