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

Base Information

• Chemical Name: N⁶-benzoyl-9-<(1R,2S,3R)-2,3-(isopropylidenedioxy)-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine
• CAS No.: 138571-49-0
• Molecular Formula: C₂₁H₂₁N₅O₄
• Molecular Weight: 407.429

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

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

Chemical Property:

Purity/Quality:

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

There total 3 articles about N⁶-benzoyl-9-<(1R,2S,3R)-2,3-(isopropylidenedioxy)-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: 77.0%

N6-benzoyl-9-<(1R,2S,3R)-2,3-dihydroxy-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine (83844-30-8) + acetone (67-64-1) → N6-benzoyl-9-<(1R,2S,3R)-2,3-(isopropylidenedioxy)-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine (138571-49-0)

Guidance literature:

With perchloric acid; for 3h; Ambient temperature;

DOI:10.1021/jm00080a018

Reference yield:

neplanocin A (72877-50-0,156407-85-1) → N6-benzoyl-9-<(1R,2S,3R)-2,3-(isopropylidenedioxy)-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine (138571-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) trimethylsilyl chloride / 1.) pyridine, RT, 15 min, 2.) pyridine, RT, 2 h

2: 77 percent / 70percent HClO₄ / 3 h / Ambient temperature

With chloro-trimethyl-silane; perchloric acid;

DOI:10.1021/jm00080a018

Reference yield:

benzoyl chloride (98-88-4) → N6-benzoyl-9-<(1R,2S,3R)-2,3-(isopropylidenedioxy)-4-(hydroxymethyl)-4-cyclopenten-1-yl>adenine (138571-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) trimethylsilyl chloride / 1.) pyridine, RT, 15 min, 2.) pyridine, RT, 2 h

2: 77 percent / 70percent HClO₄ / 3 h / Ambient temperature

With chloro-trimethyl-silane; perchloric acid;

DOI:10.1021/jm00080a018

upstream raw materials:

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

acetone

neplanocin A

benzoyl chloride

Downstream raw materials:

(3aR,6R,6aS)-6-(6-Benzoylamino-purin-9-yl)-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxole-4-carboxylic acid amide

(3aR,6R,6aS)-6-(6-Benzoylamino-purin-9-yl)-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxole-4-carboxylic acid

(3aR,6R,6aS)-6-(6-Benzoylamino-purin-9-yl)-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxole-4-carboxylic acid methylamide

6'-(R)-methylneplanocin A

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