(2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

Base Information

• Chemical Name: (2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal
• CAS No.: 15486-31-4
• Molecular Formula: C₂₇H₃₆O₂
• Molecular Weight: 392.582
• Mol file: 15486-31-4.mol

Synonyms:

Chemical Property of (2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

There total 13 articles about (2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal 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:

(E)-4,9-dimethyl-2,4,6,8,10-dodecapentaene-1,12-dial (53163-53-4) + <3-(4-hydroxy-2,2,6-trimethylcyclohexenyl)-1-methyl-2-propen-1-yl>triphenylphosphonium bromide → (2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal (15486-31-4)

Guidance literature:

With potassium hydroxide; In isopropyl alcohol; at 20 ℃; for 24h;

DOI:10.1002/hlca.19810640414

Reference yield:

3-hydroxy-β-apo-10'-carotenoic acid → (2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal (15486-31-4)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 0 ℃; for 3.5h;

DOI:10.1021/jo500605c

Reference yield:

4-(1,4-dihydroxy-2,2,6-trimethylcyclohexyl)-3-butyn-2-ol (32469-38-8) → (2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal (15486-31-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 3.5 g / lithium aluminium hydride / tetrahydrofuran / 3 h / Heating

2: 2.21 g / CHCl₃ / 18 h / 20 °C

3: 11 mg / aq. KOH / propan-2-ol / 24 h / 20 °C

With potassium hydroxide; lithium aluminium tetrahydride; In tetrahydrofuran; chloroform; isopropyl alcohol;

DOI:10.1002/hlca.19810640414

upstream raw materials:

(E)-4,9-dimethyl-2,4,6,8,10-dodecapentaene-1,12-dial

4-(1,4-dihydroxy-2,2,6-trimethylcyclohexyl)-3-butyn-2-ol

4-(4-hydroxy-2,2,6-trimethylcyclohexylidene)-3-buten-2-ol

(2E,4E,6E,8E,10E,12E)-13-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenal

Downstream raw materials:

zeaxanthin

3-OH-β-apo-13-carotenone

(3RS,all-E)-hydroxyretinal