[10,11-13C₂]-(2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate

Base Information

• Chemical Name: [10,11-13C₂]-(2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate
• CAS No.: 347367-53-7
• Molecular Formula: C₁₇H₂₆O₂
• Molecular Weight: 264.37
• Mol file: 347367-53-7.mol

Synonyms:[10,11-13C₂]-(2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate

Chemical Property of [10,11-13C₂]-(2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [10,11-13C₂]-(2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate

There total 2 articles about [10,11-13C₂]-(2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate 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: 99.0%

(E)-β-ionone (79-77-6,14901-07-6) + [13C2]-triethyl phosphonoacetate (100940-60-1) → [10,11-13C2]-(2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate (347367-53-7)

Guidance literature:

With sodium hydride; In diethyl ether;

DOI:10.1002/jlcr.464

Reference yield:

(E)-β-ionone (79-77-6,14901-07-6) + [13C2]-triethyl phosphonoacetate (100940-60-1) → [10,11-13C2]-(2Z,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate + [10,11-13C2]-(2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate (347367-53-7)

Guidance literature:

[¹³C₂]-triethyl phosphonoacetate; With sodium hydride; In diethyl ether; for 2h;

(E)-β-ionone; In diethyl ether; for 62h; optical yield given as %de;

DOI:10.1016/j.tet.2011.07.092

Reference yield: 99.0%

[10,11-13C2]-(2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate (347367-53-7) → C13(13)C2H24O (347367-54-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1002/jlcr.464

upstream raw materials:

(E)-β-ionone

[¹³C₂]-triethyl phosphonoacetate

Downstream raw materials:

C₁₃⁽¹³⁾C₂H₂₄O

[10,11-13C₂]-(2E,4E)-3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienal

C₁₆⁽¹³⁾C₂H₂₆O

10,11,14,15-¹³C₄-retinol

Refernces

• 1、 McLean, Neville J.,Gansmuller, Axel,Concistre, Maria,Brown, Lynda J.,Levitt, Malcom H.,Brown, Richard C.D.. "Syntheses of 13C2-labelled 11Z-retinals". supporting information; experimental part. p. 8404 - 8410. Retrieved 2011/11/12.