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

Base Information

• Chemical Name: (1S,2R)-benzoic acid 2-(2-hydroxycyclopent-4-enyl)ethyl ester
• CAS No.: 211746-19-9
• Molecular Formula: C₁₄H₁₆O₃
• Molecular Weight: 232.279
• Mol file: 211746-19-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

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

There total 2 articles about (1S,2R)-benzoic acid 2-(2-hydroxycyclopent-4-enyl)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: 74.0%

(+)-2β-hydroxyethyl-3-cyclopenten-1β-ol (54483-54-4) + benzoyl chloride (98-88-4) → (1S,2R)-benzoic acid 2-(2-hydroxycyclopent-4-enyl)ethyl ester (211746-19-9)

Guidance literature:

With triethylamine; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00471-2 DOI:10.1002/jhet.5570350421

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) → (1S,2R)-benzoic acid 2-(2-hydroxycyclopent-4-enyl)ethyl ester (211746-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: DIBAL-H

2: Et₃N

With diisobutylaluminium hydride; triethylamine; 1: Reduction / 2: Esterification;

DOI:10.1080/15257779908041509

Reference yield: 80.0%

(1S,2R)-benzoic acid 2-(2-hydroxycyclopent-4-enyl)ethyl ester (211746-19-9) → (1R,2R)-2-(2-hydroxycyclopentyl)ethanol benzoyl ester (214471-26-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 1034.3 Torr;

DOI:10.1002/jhet.5570350421

upstream raw materials:

(+)-2β-hydroxyethyl-3-cyclopenten-1β-ol

benzoyl chloride

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

Downstream raw materials:

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

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

(1R,2S)-benzoic acid 2-[2-(6-chloro-9H-purin-9-yl)-2-cyclopentyl]ethyl ester