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

Base Information

• Chemical Name: (2S,3S)-2-<(E,E)-4'-iodobuta-1',3'-dien-1'-yl>-1,1,3-trimethylcyclohexane
• CAS No.: 163395-66-2
• Molecular Formula: C₁₃H₂₁I
• Molecular Weight: 304.214
• Mol file: 163395-66-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about (2S,3S)-2-<(E,E)-4'-iodobuta-1',3'-dien-1'-yl>-1,1,3-trimethylcyclohexane 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)-3-((S)-2,2,6-Trimethyl-cyclohexyl)-prop-2-en-1-ol → (2S,3S)-2-<(E,E)-4'-iodobuta-1',3'-dien-1'-yl>-1,1,3-trimethylcyclohexane (163395-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / MnO₂ / CH₂Cl₂ / 12 h / Ambient temperature

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

With chromium dichloride; manganese(IV) oxide; sodium hydroxide; In dichloromethane;

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

Reference yield:

iodoform (75-47-8) + (E)-3-<(1'S,6'S)-(2',2',6'-trimethylcyclohex-1'-yl)>prop-2-enal (163439-34-7) → (2S,3S)-2-<(E,E)-4'-iodobuta-1',3'-dien-1'-yl>-1,1,3-trimethylcyclohexane (163395-66-2)

Guidance literature:

With chromium dichloride; sodium hydroxide; Yield given. Multistep reaction; 1.) THF, room temp., 3 h, 2.) n-BuOH, reflux, 5 h;

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

Reference yield: 70.0%

(E,E)-(5-hydroxy-3-methylpenta-1,3-dienyl)boronic acid (120040-83-7) + (2S,3S)-2-<(E,E)-4'-iodobuta-1',3'-dien-1'-yl>-1,1,3-trimethylcyclohexane (163395-66-2) → (5S,6S)-9-demethyl-5,6-dihydroretinol (163395-69-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; TlOH; In tetrahydrofuran; for 12h; Ambient temperature;

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

upstream raw materials:

iodoform

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

Downstream raw materials:

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