(2E,4E,6E,8E,10E)-2,7,11-trimethyl-12-oxo-13-<2,6,6-trimethyl-4-(triethylsiloxy)cyclohex-1-enyl>trideca-2,4,6,8,10-pentaenal

Base Information

• Chemical Name: (2E,4E,6E,8E,10E)-2,7,11-trimethyl-12-oxo-13-<2,6,6-trimethyl-4-(triethylsiloxy)cyclohex-1-enyl>trideca-2,4,6,8,10-pentaenal
• CAS No.: 157942-44-4
• Molecular Formula: C₃₁H₄₈O₃Si
• Molecular Weight: 496.806
• Mol file: 157942-44-4.mol

Synonyms:(2E,4E,6E,8E,10E)-2,7,11-trimethyl-12-oxo-13-<2,6,6-trimethyl-4-(triethylsiloxy)cyclohex-1-enyl>trideca-2,4,6,8,10-pentaenal

Chemical Property of (2E,4E,6E,8E,10E)-2,7,11-trimethyl-12-oxo-13-<2,6,6-trimethyl-4-(triethylsiloxy)cyclohex-1-enyl>trideca-2,4,6,8,10-pentaenal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,4E,6E,8E,10E)-2,7,11-trimethyl-12-oxo-13-<2,6,6-trimethyl-4-(triethylsiloxy)cyclohex-1-enyl>trideca-2,4,6,8,10-pentaenal

There total 11 articles about (2E,4E,6E,8E,10E)-2,7,11-trimethyl-12-oxo-13-<2,6,6-trimethyl-4-(triethylsiloxy)cyclohex-1-enyl>trideca-2,4,6,8,10-pentaenal 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: 79.0%

triethylsilyl trifluoromethyl sulfonate (79271-56-0) + (2E,4E,6E,8E,10E)-13-(4-hydroxy-2,6,6-trimethylcyclohex-1-enyl)-2,7,11-trimethyl-12-oxotrideca-2,4,6,8,10-pentaenal (157942-43-3) → (2E,4E,6E,8E,10E)-2,7,11-trimethyl-12-oxo-13-<2,6,6-trimethyl-4-(triethylsiloxy)cyclohex-1-enyl>trideca-2,4,6,8,10-pentaenal (157942-44-4)

Guidance literature:

With 2,4,6-trimethyl-pyridine;

DOI:10.1248/cpb.42.410

Reference yield:

<1R,4S,5R-(E)>-4-(5-Acetoxy-3-methylpent-3-en-1-ynyl)-4-hydroxy-3,3,5-trimethylcyclohexyl acetate (70905-70-3) → (2E,4E,6E,8E,10E)-2,7,11-trimethyl-12-oxo-13-<2,6,6-trimethyl-4-(triethylsiloxy)cyclohex-1-enyl>trideca-2,4,6,8,10-pentaenal (157942-44-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 50 percent / Bu₄NReO₄, TsOH*2H₂O / CH₂Cl₂ / 10 h / Ambient temperature

2: 80 percent / 0.02percentI₂ / heptane / 0.8 h / Heating

3: aq. K₂CO₃ / methanol / 0.25 h / 0 °C

4: LiCl, MsCl, γ-collidine / dimethylformamide / 1.5 h / 0 °C

5: CHCl₃ / 19 h / Heating

6: 1.) NaOMe, 2.) aq. NaOH / 1.) CH₂Cl₂, 0 deg C, 2 h, 2.) MeOH, room temp., 15 min

7: 87 percent / PdCl₂(MeCN)2, Et₃N, H₂O / acetonitrile / 2.5 h / Ambient temperature

8: 79 percent / γ-collidine / CH2Cl2 / 10 h / 0 °C

With 2,4,6-trimethyl-pyridine; dichloro bis(acetonitrile) palladium(II); sodium hydroxide; water; iodine; sodium methylate; potassium carbonate; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; tetrabutylammonium perrhenate; lithium chloride; In methanol; n-heptane; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

Acetic acid (1R,5R)-4-[(E)-5-acetoxy-3-methyl-2-oxo-pent-3-en-(Z)-ylidene]-3,3,5-trimethyl-cyclohexyl ester (157942-40-0) → (2E,4E,6E,8E,10E)-2,7,11-trimethyl-12-oxo-13-<2,6,6-trimethyl-4-(triethylsiloxy)cyclohex-1-enyl>trideca-2,4,6,8,10-pentaenal (157942-44-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 80 percent / 0.02percentI₂ / heptane / 0.8 h / Heating

2: aq. K₂CO₃ / methanol / 0.25 h / 0 °C

3: LiCl, MsCl, γ-collidine / dimethylformamide / 1.5 h / 0 °C

4: CHCl₃ / 19 h / Heating

5: 1.) NaOMe, 2.) aq. NaOH / 1.) CH₂Cl₂, 0 deg C, 2 h, 2.) MeOH, room temp., 15 min

6: 87 percent / PdCl₂(MeCN)2, Et₃N, H₂O / acetonitrile / 2.5 h / Ambient temperature

7: 79 percent / γ-collidine / CH2Cl2 / 10 h / 0 °C

With 2,4,6-trimethyl-pyridine; dichloro bis(acetonitrile) palladium(II); sodium hydroxide; water; iodine; sodium methylate; potassium carbonate; methanesulfonyl chloride; triethylamine; lithium chloride; In methanol; n-heptane; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

triethylsilyl trifluoromethyl sulfonate

(2E,4E,6E,8E,10E)-13-(4-hydroxy-2,6,6-trimethylcyclohex-1-enyl)-2,7,11-trimethyl-12-oxotrideca-2,4,6,8,10-pentaenal

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial

<1R,4S,5R-(E)>-4-(5-Acetoxy-3-methylpent-3-en-1-ynyl)-4-hydroxy-3,3,5-trimethylcyclohexyl acetate