HYPOXANTHINE-9-BETA-D-ARABINOFURANOSIDE

Base Information

• Chemical Name: HYPOXANTHINE-9-BETA-D-ARABINOFURANOSIDE
• CAS No.: 7013-16-3
• Molecular Formula: C10H12N4O5
• Molecular Weight: 268.229
• Hs Code.: 29349990
• Mol file: 7013-16-3.mol

Synonyms:Ara-H;Ara-I;9-(b-D-Arabinofuranosyl)hypoxanthine;hypoxanthine arabinoside;ARABINOFURANOSYL-HYPOXANTHINE;Arabinosylhypoxanthine;9-pentofuranosyl-1,9-dihydro-purin-6-one;

Chemical Property of HYPOXANTHINE-9-BETA-D-ARABINOFURANOSIDE

Chemical Property:

• Vapor Pressure: 1.52E-22mmHg at 25°C
• Melting Point: 259-260 °C
• Boiling Point: 732.8°Cat760mmHg
• PKA: 8.92±0.70(Predicted)
• Flash Point: 397°C
• PSA: 133.75000
• Density: 2.08g/cm³
• LogP: -1.85660
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Water (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

Arainosine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Arainosine is used in the preparation of 5''-O-D-valyl adenine 9-β-D-arabinofuranoside, a potential prodrug for improving the oral bioavailability of the antiviral agent Vidarabine (V305030).

Technology Process of HYPOXANTHINE-9-BETA-D-ARABINOFURANOSIDE

There total 19 articles about HYPOXANTHINE-9-BETA-D-ARABINOFURANOSIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

araU (3083-77-0) + inosine (58-63-9) → 9-(β-D-arabinofuranosyl)-9H-purin-6(1H)-one (7013-16-3)

Guidance literature:

With uridine phosphorylase; disodium hydrogen arsenate heptahydrate; Escherichia coli purine nucleoside phosphorylase; for 48h; Enzymatic reaction;

DOI:10.1134/S1068162016040105

Reference yield: 92.0%

arabinosyl adenine (5536-17-4) → 9-(β-D-arabinofuranosyl)-9H-purin-6(1H)-one (7013-16-3)

Guidance literature:

With water; adenosine deaminase; for 16h;

DOI:10.1021/jm960339p

Reference yield: 92.0%

→ 9-(β-D-arabinofuranosyl)-9H-purin-6(1H)-one (7013-16-3)

Guidance literature:

upstream raw materials:

arabinosyl adenine

2,3,5-tri-O-benzyl-1-(4-nitrobenzoyloxy)-D-arabinofuranose

2,3,5-tri-O-benzyl-α-D-arabinofuranosyl chloride

2,3,5-tri-O-benzyl-D-arabinose

Downstream raw materials:

(2R,3R,4S,5R)-2-(acetoxymethyl)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

6-(3-hydroxybenzylamino)-9-β-D-arabinofuranosylpurine

Toluene-4-sulfonic acid (R)-2-(1-benzyl-6-oxo-1,6-dihydro-purin-9-yl)-2-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethoxy]-ethyl ester

1-Benzyl-9-{(S)-1-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethoxy]-2-hydroxy-ethyl}-1,9-dihydro-purin-6-one

Refernces

• 1、 Pérez, Elena,Sánchez-Murcia, Pedro A.,Jordaan, Justin,Blanco, María Dolores,Manche?o, José Miguel,Gago, Federico,Fernández-Lucas, Jesús. "Enzymatic Synthesis of Therapeutic Nucleosides using a Highly Versatile Purine Nucleoside 2’-DeoxyribosylTransferase from Trypanosoma brucei". . p. 4406 - 4416. Retrieved 2018/09/14.
• 2、 Taverna-Porro, Marisa,Bouvier, Leon A.,Pereira, Claudio A.,Montserrat, Javier M.,Iribarren, Adolfo M.. "Chemoenzymatic preparation of nucleosides from furanoses". . p. 2642 - 2645. Retrieved 2008/09/19.