(4-Hydroxy-cyclopent-2-enyl)-acetic acid methyl ester

Base Information

• Chemical Name: (4-Hydroxy-cyclopent-2-enyl)-acetic acid methyl ester
• CAS No.: 74877-20-6
• Molecular Formula: C₈H₁₂O₃
• Molecular Weight: 156.181
• Mol file: 74877-20-6.mol

Synonyms:(4-Hydroxy-cyclopent-2-enyl)-acetic acid methyl ester

Chemical Property of (4-Hydroxy-cyclopent-2-enyl)-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4-Hydroxy-cyclopent-2-enyl)-acetic acid methyl ester

There total 8 articles about (4-Hydroxy-cyclopent-2-enyl)-acetic acid methyl 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:

norborn-5-en-2-one (694-98-4) → (4-Hydroxy-cyclopent-2-enyl)-acetic acid methyl ester (74877-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / NaOH (aq.), 30 percent H₂O₂ / diethyl ether / 0.67 h / 10 - 25 °C

With sodium hydroxide; dihydrogen peroxide; In diethyl ether;

DOI:10.1021/jo01311a047

Reference yield:

norborn-5-en-2-one (694-98-4) → methyl cis-(4-hydroxy-2-cyclopenten-1-yl)acetate (74877-20-6,83338-93-6,120052-54-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 30percent H₂O₂, NaOH / diethyl ether; H₂O / 2 h / Ambient temperature

2: dimethylformamide / 16 h / Ambient temperature

With sodium hydroxide; dihydrogen peroxide; In diethyl ether; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)81872-X

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + norborn-5-en-2-one (694-98-4) → methyl cis-(4-hydroxy-2-cyclopenten-1-yl)acetate (74877-20-6,83338-93-6,120052-54-2)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; Yield given. Multistep reaction; 1.) ether, H₂O; 2.) ether;

DOI:10.1016/S0040-4039(00)87343-8

upstream raw materials:

norborn-5-en-2-one

diazomethane

methanol

Sodium; ((1S,4S)-4-hydroxy-cyclopent-2-enyl)-acetate

Downstream raw materials:

C₂₃H₂₈O₂Si

(+/-)-dihydrocorynantheol

Refernces

• 1、 Marschner,Penn,Griengl. "Synthesis of α- and β-D,L-ribo-carbahex-2-ulofuranose". . p. 5067 - 5078. Retrieved 2007/10/02.
• 2、 Arndt, Henry C.,Rajani, Cynthia. "PREPARATION OF METHYL 10-OXO-15S-HYDROXYPROSTA-5E,13Z-DIENOATE ". . p. 2365 - 2368. Retrieved 2007/10/02.