METHYL (1S,4R)-4-(HYDROXYMETHYL)CYCLOPENT-2-ENE-1-CARBOXYLATE

Base Information

• Chemical Name: METHYL (1S,4R)-4-(HYDROXYMETHYL)CYCLOPENT-2-ENE-1-CARBOXYLATE
• CAS No.: 426226-20-2
• Molecular Formula: C₈H₁₂O₃
• Molecular Weight: 156.181
• Mol file: 426226-20-2.mol

Synonyms:METHYL (1S,4R)-4-(HYDROXYMETHYL)CYCLOPENT-2-ENE-1-CARBOXYLATE

Chemical Property of METHYL (1S,4R)-4-(HYDROXYMETHYL)CYCLOPENT-2-ENE-1-CARBOXYLATE

Chemical Property:

• PSA: 46.53000
• LogP: 0.34400

Purity/Quality:

97% ^*data from raw suppliers

METHYL-(1S,4R)-4-(HYDROXYMETHYL)CYCLOPENT-2-ENE-1-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL (1S,4R)-4-(HYDROXYMETHYL)CYCLOPENT-2-ENE-1-CARBOXYLATE

There total 17 articles about METHYL (1S,4R)-4-(HYDROXYMETHYL)CYCLOPENT-2-ENE-1-CARBOXYLATE 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: 54.0%

((1S,4R)-4-Trityloxy-cyclopent-2-enyl)-acetic acid methyl ester (660436-38-4) → (1R,3S)-1-hydroxy-3-(methyl-carboxymethyl)-4-cyclopentene (426226-20-2)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 1.25h;

DOI:10.1021/jm0205604

Reference yield: 54.0%

→ (1R,3S)-1-hydroxy-3-(methyl-carboxymethyl)-4-cyclopentene (426226-20-2)

Guidance literature:

Reference yield:

(S)-methyl 2-(4-oxocyclopent-2-en-1-yl)acetate (84559-56-8) → (1S,3S)-1-hydroxy-3-(methyl-carboxymethyl)-4-cyclopentene (120052-54-2) + (1R,3S)-1-hydroxy-3-(methyl-carboxymethyl)-4-cyclopentene (426226-20-2)

Guidance literature:

With methanol; sodium tetrahydroborate; cerium(III) chloride heptahydrate; at -30 ℃; for 0.166667h; Inert atmosphere;

upstream raw materials:

((1S,4R)-4-Trityloxy-cyclopent-2-enyl)-acetic acid methyl ester

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

(1R,4S)-4-(tert-butyldimethylsilyloxy)cyclopent-2-enol

(1R,4S)-4-[(tert-butyldimethylsilyl)oxy]-2-cyclopentene-1-yl acetate

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