N⁶-benzoyl-9-<(1R,2S,3R)-2,3-dihydroxy-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine

Base Information

• Chemical Name: N⁶-benzoyl-9-<(1R,2S,3R)-2,3-dihydroxy-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine
• CAS No.: 83844-30-8
• Molecular Formula: C₁₈H₁₇N₅O₄
• Molecular Weight: 367.364

Synonyms:N⁶-benzoyl-9-<(1R,2S,3R)-2,3-dihydroxy-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine

Chemical Property of N⁶-benzoyl-9-<(1R,2S,3R)-2,3-dihydroxy-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine

Chemical Property:

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Technology Process of N⁶-benzoyl-9-<(1R,2S,3R)-2,3-dihydroxy-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine

There total 2 articles about N⁶-benzoyl-9-<(1R,2S,3R)-2,3-dihydroxy-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine 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: 80.0%

perbenzoylated neplanocin A → N6-benzoyl-9-<(1R,2S,3R)-2,3-dihydroxy-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine (83844-30-8)

Guidance literature:

With sodium hydroxide; for 0.0833333h;

DOI:10.1248/cpb.31.1582

Reference yield:

neplanocin A (72877-50-0,156407-85-1) + benzoyl chloride (98-88-4) → N6-benzoyl-9-<(1R,2S,3R)-2,3-dihydroxy-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine (83844-30-8)

Guidance literature:

With chloro-trimethyl-silane; Yield given. Multistep reaction; 1.) pyridine, RT, 15 min, 2.) pyridine, RT, 2 h;

DOI:10.1021/jm00080a018

Reference yield: 100.0%

N6-benzoyl-9-<(1R,2S,3R)-2,3-dihydroxy-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine (83844-30-8) + tert-butyldimethylsilyl chloride (18162-48-6) → 2',3',6'-tri-O-(t-butyldimethylsilyl)-N6-benzoylneplanocin (400611-62-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 13h;

DOI:10.1021/jm010374i

upstream raw materials:

neplanocin A

benzoyl chloride

Downstream raw materials:

N⁶-benzoyl-3',6'-O-(tetraisopropyldisiloxane-1,3-diyl)neplanocin A

N⁶-benzoyl-9-<(1R,2S,3R)-2,3-(isopropylidenedioxy)-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine

2',3',6'-tri-O-(t-butyldimethylsilyl)-N⁶-benzoylneplanocin

N-{9-[4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(1-hydroxy-ethyl)-cyclopent-2-enyl]-9H-purin-6-yl}-benzamide

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