Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[1-(4-nitro-benzenesulfonyl)-6-oxo-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[1-(4-nitro-benzenesulfonyl)-6-oxo-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3-yl ester
• CAS No.: 863033-40-3
• Molecular Formula: C₂₂H₂₁N₅O₁₂S
• Molecular Weight: 579.501

Synonyms:Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[1-(4-nitro-benzenesulfonyl)-6-oxo-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3-yl ester

Chemical Property of Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[1-(4-nitro-benzenesulfonyl)-6-oxo-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3-yl ester

Chemical Property:

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Technology Process of Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[1-(4-nitro-benzenesulfonyl)-6-oxo-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3-yl ester

There total 1 articles about Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[1-(4-nitro-benzenesulfonyl)-6-oxo-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3-yl ester 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:

2',3',5'-tri-O-acetyl-guanosine (6979-94-8) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[1-(4-nitro-benzenesulfonyl)-6-oxo-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3-yl ester (863033-40-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tetlet.2005.05.137

Reference yield:

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[1-(4-nitro-benzenesulfonyl)-6-oxo-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3-yl ester (863033-40-3) → p-nitrobenzenesulfonamide (6325-93-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 20 °C

2: TFA / acetonitrile / 80 °C

With trifluoroacetic acid; In acetonitrile;

DOI:10.1016/j.tetlet.2005.05.137

Reference yield:

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[1-(4-nitro-benzenesulfonyl)-6-oxo-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3-yl ester (863033-40-3) + triethylamine (121-44-8) → C22H24N5(15)NO12S*C6H15N

Guidance literature:

With potassium hydroxide; ammonium-¹⁵N hydrochloride; In water; acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2005.05.137

upstream raw materials:

2',3',5'-tri-O-acetyl-guanosine

4-Nitrobenzenesulfonyl chloride

Downstream raw materials:

p-nitrobenzenesulfonamide

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