6-Methoxy-9-[2-O,3-O-bis(1-oxopentyl)-β-D-arabinofuranosyl]-9H-purine

Base Information

• Chemical Name: 6-Methoxy-9-[2-O,3-O-bis(1-oxopentyl)-β-D-arabinofuranosyl]-9H-purine
• CAS No.: 137057-57-9
• Molecular Formula: C21H30N4O7
• Molecular Weight: 450.49
• Mol file: 137057-57-9.mol

Synonyms:6-Methoxy-9-[2-O,3-O-bis(1-oxopentyl)-β-D-arabinofuranosyl]-9H-purine;9-[2-O,3-O-Divaleryl-β-D-arabinofuranosyl]-6-methoxy-9H-purine

Chemical Property of 6-Methoxy-9-[2-O,3-O-bis(1-oxopentyl)-β-D-arabinofuranosyl]-9H-purine

Chemical Property:

• PSA: 134.89000
• LogP: 1.92860

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 6-Methoxy-9-[2-O,3-O-bis(1-oxopentyl)-β-D-arabinofuranosyl]-9H-purine

There total 4 articles about 6-Methoxy-9-[2-O,3-O-bis(1-oxopentyl)-β-D-arabinofuranosyl]-9H-purine 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:

Pentanoic acid (2R,3S,4R,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(6-methoxy-purin-9-yl)-4-pentanoyloxy-tetrahydro-furan-3-yl ester (137057-85-3) → Pentanoic acid (2R,3S,4R,5R)-5-hydroxymethyl-2-(6-methoxy-purin-9-yl)-4-pentanoyloxy-tetrahydro-furan-3-yl ester (137057-57-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 5 ℃; for 1h; Yield given;

DOI:10.1021/jm00079a006

Reference yield:

pentanoic anhydride (2082-59-9) → Pentanoic acid (2R,3S,4R,5R)-5-hydroxymethyl-2-(6-methoxy-purin-9-yl)-4-pentanoyloxy-tetrahydro-furan-3-yl ester (137057-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / acetonitrile / 5 °C

2: aq. Bu₄NF / tetrahydrofuran / 1 h / 5 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jm00079a006

Reference yield:

9-<5-O-(tert-butyldimethylsilyl)-β-D-arabinofuranosyl>-6-methoxy-9H-purine → Pentanoic acid (2R,3S,4R,5R)-5-hydroxymethyl-2-(6-methoxy-purin-9-yl)-4-pentanoyloxy-tetrahydro-furan-3-yl ester (137057-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / acetonitrile / 5 °C

2: aq. Bu₄NF / tetrahydrofuran / 1 h / 5 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jm00079a006

upstream raw materials:

Pentanoic acid (2R,3S,4R,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(6-methoxy-purin-9-yl)-4-pentanoyloxy-tetrahydro-furan-3-yl ester

pentanoic anhydride

9-β-D-arabinofuranosyl-6-methoxy-9H-purine

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