cis- and trans-4-cumyloxy-2-cyclopentenol

Base Information

• Chemical Name: cis- and trans-4-cumyloxy-2-cyclopentenol
• CAS No.: 57702-56-4
• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.296
• Mol file: 57702-56-4.mol

Synonyms:cis- and trans-4-cumyloxy-2-cyclopentenol

Chemical Property of cis- and trans-4-cumyloxy-2-cyclopentenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of cis- and trans-4-cumyloxy-2-cyclopentenol

There total 6 articles about cis- and trans-4-cumyloxy-2-cyclopentenol 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: 100.0%

cis- and trans-4-cumyloxy-2-cyclopenten-1-yl acetate (258834-26-3) → cis- and trans-4-cumyloxy-2-cyclopentenol (57702-56-4)

Guidance literature:

With methanol; potassium carbonate;

DOI:10.1055/s-1999-2956

Reference yield:

Cumene hydroperoxide (80-15-9) → cis- and trans-4-cumyloxy-2-cyclopentenol (57702-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / iron(II) sulfate / H₂O; acetic acid / 3 h / Ambient temperature

2: 85.6 percent / 10 percent potassium hydroxide / ethanol; H₂O / 1 h / Ambient temperature

With potassium hydroxide; iron(II) sulfate; In ethanol; water; acetic acid;

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → cis- and trans-4-cumyloxy-2-cyclopentenol (57702-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / iron(II) sulfate / H₂O; acetic acid / 3 h / Ambient temperature

2: 85.6 percent / 10 percent potassium hydroxide / ethanol; H₂O / 1 h / Ambient temperature

With potassium hydroxide; iron(II) sulfate; In ethanol; water; acetic acid;

upstream raw materials:

Cumene hydroperoxide

cyclopenta-1,3-diene

cis- and trans-4-cumyloxy-2-cyclopenten-1-yl acetate

Downstream raw materials:

4-<(1,1'-dimethylbenzyl)oxy>-2-cyclopentenone

(1R,4S)-1-Methyl-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enol

(1S,4S)-1-Methyl-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enol

C₂₀H₁₉NO₈

Refernces

• 1、 Stensen, Wenche,Svendsen, John S.,Hofer, Otmar,Sydnes, Leiv K.. "Photochemical Cycloadditions. III. Addition of 4-Substituted 2-Cyclopentenones to Allene; Configuration Determination by Lanthanide-Induced Shift Studies". . p. 259 - 268. Retrieved 2007/10/02.
• 2、 Stork,Isobe. "Letter: A simple total synthesis of prostaglandins from 4-cumyloxy-2-cyclopentenone.". . p. 6260 - 6261. Retrieved 2007/10/14.