(1R,4S)-N⁶-Benzoyl-9-<4-<(4,4'-dimethoxytrityl)oxy>-2-cyclopenten-1-yl>-9H-adenine

Base Information

• Chemical Name: (1R,4S)-N⁶-Benzoyl-9-<4-<(4,4'-dimethoxytrityl)oxy>-2-cyclopenten-1-yl>-9H-adenine
• CAS No.: 151139-53-6
• Molecular Formula: C₃₈H₃₃N₅O₄
• Molecular Weight: 623.711

Synonyms:(1R,4S)-N⁶-Benzoyl-9-<4-<(4,4'-dimethoxytrityl)oxy>-2-cyclopenten-1-yl>-9H-adenine

Chemical Property of (1R,4S)-N⁶-Benzoyl-9-<4-<(4,4'-dimethoxytrityl)oxy>-2-cyclopenten-1-yl>-9H-adenine

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Technology Process of (1R,4S)-N⁶-Benzoyl-9-<4-<(4,4'-dimethoxytrityl)oxy>-2-cyclopenten-1-yl>-9H-adenine

There total 4 articles about (1R,4S)-N⁶-Benzoyl-9-<4-<(4,4'-dimethoxytrityl)oxy>-2-cyclopenten-1-yl>-9H-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: 94.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 9-[(1'R,4'S)-4'-hydroxy-2'-cyclopenten-1'-yl]-9-H-N6-benzoyladenine (150018-17-0) → (1R,4S)-N6-Benzoyl-9-<4-<(4,4'-dimethoxytrityl)oxy>-2-cyclopenten-1-yl>-9H-adenine (151139-53-6)

Guidance literature:

With pyridine; for 18h; Ambient temperature;

DOI:10.1021/jo00075a052

Reference yield: 76.0%

9-[(1'R,4'S)-4'-hydroxy-2'-cyclopenten-1'-yl]-9-H-N6-benzoyladenine (150018-17-0) → (1R,4S)-N6-Benzoyl-9-<4-<(4,4'-dimethoxytrityl)oxy>-2-cyclopenten-1-yl>-9H-adenine (151139-53-6)

Guidance literature:

With SiO₂;

Reference yield:

(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate (60410-16-4) → (1R,4S)-N6-Benzoyl-9-<4-<(4,4'-dimethoxytrityl)oxy>-2-cyclopenten-1-yl>-9H-adenine (151139-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / 1.) NaH, 2.) (PPh₃)4Pd, PPh₃ / dimethylformamide; tetrahydrofuran

2: 94 percent / pyridine / 18 h / Ambient temperature

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00075a052

upstream raw materials:

4,4'-dimethoxytrityl chloride

9-[(1'R,4'S)-4'-hydroxy-2'-cyclopenten-1'-yl]-9-H-N⁶-benzoyladenine

(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate

N-benzoyladenine

Downstream raw materials:

(1R,2R,4S)-9-<2-Hydroxy-4-<(4,4'-dimethoxytrityl)oxy>cyclopent-1-yl>-9H-adenine

(1S,3S,4S)-9-<3-Hydroxy-4-<(4,4'-dimethoxytrityl)oxy>cyclopent-1-yl>-9H-adenine

(1R,4S)-9-<4-<(4,4'-Dimethoxytrityl)oxy>-2-cyclopenten-1-yl>-9H-adenine

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