2-E-5-((4'R)-4'-hydroxy-2',2',6'-trimethylcyclohex-1'-enyl)-3-methyl-2-penten-4-yn-1-al

Base Information

• Chemical Name: 2-E-5-((4'R)-4'-hydroxy-2',2',6'-trimethylcyclohex-1'-enyl)-3-methyl-2-penten-4-yn-1-al
• CAS No.: 159171-18-3
• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.323
• Mol file: 159171-18-3.mol

Synonyms:2-E-5-((4'R)-4'-hydroxy-2',2',6'-trimethylcyclohex-1'-enyl)-3-methyl-2-penten-4-yn-1-al

Chemical Property of 2-E-5-((4'R)-4'-hydroxy-2',2',6'-trimethylcyclohex-1'-enyl)-3-methyl-2-penten-4-yn-1-al

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-E-5-((4'R)-4'-hydroxy-2',2',6'-trimethylcyclohex-1'-enyl)-3-methyl-2-penten-4-yn-1-al

There total 7 articles about 2-E-5-((4'R)-4'-hydroxy-2',2',6'-trimethylcyclohex-1'-enyl)-3-methyl-2-penten-4-yn-1-al 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: 87.0%

(R)-4-<(E)-5-hydroxy-3-methylpent-3-en-1-ynyl>-3,5,5-trimethylcyclohex-3-enol (98718-44-6) → 2-E-5-((4'R)-4'-hydroxy-2',2',6'-trimethylcyclohex-1'-enyl)-3-methyl-2-penten-4-yn-1-al (159171-18-3)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 15h; Ambient temperature;

Reference yield:

2-trans-5-<(4'R)-4'-acetoxy-2',6',6'-trimethylcyclohex-1'-enyl>-3-methyl-2-penten-4-yn-1-yl acetate (70905-69-0) → 2-E-5-((4'R)-4'-hydroxy-2',2',6'-trimethylcyclohex-1'-enyl)-3-methyl-2-penten-4-yn-1-al (159171-18-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / aq. KOH / methanol / 3 h / 0 °C

2: 87 percent / MnO₂ / CH₂Cl₂ / 15 h / Ambient temperature

With manganese(IV) oxide; potassium hydroxide; In methanol; dichloromethane;

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) → 2-E-5-((4'R)-4'-hydroxy-2',2',6'-trimethylcyclohex-1'-enyl)-3-methyl-2-penten-4-yn-1-al (159171-18-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 14 percent / Bu₄NReO₄, TsOH*2H₂O / CH₂Cl₂ / 10 h / Ambient temperature

2: 93 percent / aq. KOH / methanol / 3 h / 0 °C

3: 87 percent / MnO₂ / CH₂Cl₂ / 15 h / Ambient temperature

With manganese(IV) oxide; potassium hydroxide; toluene-4-sulfonic acid; tetrabutylammonium perrhenate; In methanol; dichloromethane;

upstream raw materials:

(R)-4-<(E)-5-hydroxy-3-methylpent-3-en-1-ynyl>-3,5,5-trimethylcyclohex-3-enol

2-trans-5-<(4'R)-4'-acetoxy-2',6',6'-trimethylcyclohex-1'-enyl>-3-methyl-2-penten-4-yn-1-yl acetate

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

(4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one

Downstream raw materials:

(2E,4E,6E,8E,10E)-13-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-2,7,11-trimethyl-trideca-2,4,6,8,10-pentaen-12-ynal

(all-E)-(3R,3'R)-diatoxanthin

(all-E)-(3R)-3-Hydroxy-7,8-didehydro-8'-apo-β-caroten-8'-al