(E)-3-<(1'S,6'S)-(2',2',6'-trimethylcyclohex-1'-yl)>prop-2-enal

Base Information

• Chemical Name: (E)-3-<(1'S,6'S)-(2',2',6'-trimethylcyclohex-1'-yl)>prop-2-enal
• CAS No.: 163439-34-7
• Molecular Formula: C₁₂H₂₀O
• Molecular Weight: 180.29
• Mol file: 163439-34-7.mol

Synonyms:(E)-3-<(1'S,6'S)-(2',2',6'-trimethylcyclohex-1'-yl)>prop-2-enal

Chemical Property of (E)-3-<(1'S,6'S)-(2',2',6'-trimethylcyclohex-1'-yl)>prop-2-enal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of (E)-3-<(1'S,6'S)-(2',2',6'-trimethylcyclohex-1'-yl)>prop-2-enal

There total 1 articles about (E)-3-<(1'S,6'S)-(2',2',6'-trimethylcyclohex-1'-yl)>prop-2-enal 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: 81.0%

(E)-3-((S)-2,2,6-Trimethyl-cyclohexyl)-prop-2-en-1-ol → (E)-3-<(1'S,6'S)-(2',2',6'-trimethylcyclohex-1'-yl)>prop-2-enal (163439-34-7) + (E)-3-<(1'R,6'S)-(2',2',6'-trimethylcyclohex-1'-yl)>prop-2-enal

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 12h; Yields of byproduct given; Ambient temperature;

DOI:10.1016/0040-4020(94)01108-C

Reference yield: 88.0%

(iodomethyl)triphenylphosphonium iodide (3020-28-8) + (E)-3-<(1'S,6'S)-(2',2',6'-trimethylcyclohex-1'-yl)>prop-2-enal (163439-34-7) → (2S,3S)-2-<(E)-but-1'-en-3'-yn-1'-yl>-1,1,3-trimethylcyclohexane

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1016/0040-4020(94)01108-C

Reference yield:

(E)-3-<(1'S,6'S)-(2',2',6'-trimethylcyclohex-1'-yl)>prop-2-enal (163439-34-7) → (5S,6S)-9-demethyl-5,6-dihydroretinol (163395-69-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CrCl₂, 2.) NaOH / 1.) THF, room temp., 3 h, 2.) n-BuOH, reflux, 5 h

2: 70 percent / 10percent aq. TlOH, Pd(PPh₃)4 / tetrahydrofuran / 12 h / Ambient temperature

With chromium dichloride; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; TlOH; In tetrahydrofuran;

DOI:10.1016/0040-4020(94)01108-C

Downstream raw materials:

(2S,3S)-2-<(E,E)-4'-iodobuta-1',3'-dien-1'-yl>-1,1,3-trimethylcyclohexane

(5S,6S)-9-demethyl-5,6-dihydroretinol