Benzoic acid 2-[(1R,2S)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl]-ethyl ester

Base Information

• Chemical Name: Benzoic acid 2-[(1R,2S)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl]-ethyl ester
• CAS No.: 214471-32-6
• Molecular Formula: C₁₉H₂₂N₂O₄
• Molecular Weight: 342.395

Synonyms:Benzoic acid 2-[(1R,2S)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl]-ethyl ester

Chemical Property of Benzoic acid 2-[(1R,2S)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl]-ethyl ester

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Technology Process of Benzoic acid 2-[(1R,2S)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl]-ethyl ester

There total 3 articles about Benzoic acid 2-[(1R,2S)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl]-ethyl 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:

(1R,5S)-2-oxabicyclo[3.3.0]oct-6-en-3-one (34638-25-0,38110-77-9,43119-28-4,54483-22-6,26054-46-6) → Benzoic acid 2-[(1R,2S)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl]-ethyl ester (214471-32-6)

Guidance literature:

Multi-step reaction with 4 steps

1: DIBAL-H

2: Et₃N

3: H₂ / Pd/C

4: PPh₃, DEAD

With hydrogen; diisobutylaluminium hydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; 1: Reduction / 2: Esterification / 3: Hydrogenation / 4: Mitsunobu reaction;

DOI:10.1080/15257779908041509

Reference yield:

(1S,2R)-benzoic acid 2-(2-hydroxycyclopent-4-enyl)ethyl ester (211746-19-9) → Benzoic acid 2-[(1R,2S)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl]-ethyl ester (214471-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C

2: PPh₃, DEAD

With hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; 1: Hydrogenation / 2: Mitsunobu reaction;

DOI:10.1080/15257779908041509

Reference yield:

thymin (65-71-4,28806-14-6,691841-57-3) + (1R,2R)-2-(2-hydroxycyclopentyl)ethanol benzoyl ester (214471-26-8) → Benzoic acid 2-[(1R,2S)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl]-ethyl ester (214471-32-6)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; Multistep reaction; 1.) THF, 0 deg C, 10 min, 2.) THF, 0 deg C, 1 h;

DOI:10.1002/jhet.5570350421

upstream raw materials:

thymin

(1R,2R)-2-(2-hydroxycyclopentyl)ethanol benzoyl ester

(1R,5S)-2-oxabicyclo[3.3.0]oct-6-en-3-one

(1S,2R)-benzoic acid 2-(2-hydroxycyclopent-4-enyl)ethyl ester

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