(R,E)-3-methyl-5-phenylpent-4-en-1-ol

Base Information

• Chemical Name: (R,E)-3-methyl-5-phenylpent-4-en-1-ol
• CAS No.: 1174194-20-7
• Molecular Formula: C₁₂H₁₆O
• Molecular Weight: 176.258
• Mol file: 1174194-20-7.mol

Synonyms:

Chemical Property of (R,E)-3-methyl-5-phenylpent-4-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,E)-3-methyl-5-phenylpent-4-en-1-ol

There total 5 articles about (R,E)-3-methyl-5-phenylpent-4-en-1-ol 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:

C18H20O4S → (R,E)-3-methyl-5-phenylpent-4-en-1-ol (1174194-20-7)

Guidance literature:

With magnesium; In methanol; optical yield given as %de;

DOI:10.1002/ejoc.201000502

Reference yield:

3-methyl-5-phenylpenta-2,4-dien-1-ol → (R,E)-3-methyl-5-phenylpent-4-en-1-ol (1174194-20-7)

Guidance literature:

Multi-step reaction with 3 steps

1: Dess-Martin periodane / dichloromethane / 0.33 h

2: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; C₇₇H₁₁₇N₁₄O₁₃Pol*C₂HF₃O₂ / 1,2-dimethoxyethane / 48 h / 10 °C

3: sodium tetrahydroborate / ethanol / 0.33 h

With sodium tetrahydroborate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; C₇₇H₁₁₇N₁₄O₁₃Pol*C₂HF₃O₂; Dess-Martin periodane; In 1,2-dimethoxyethane; ethanol; dichloromethane;

DOI:10.1002/anie.201305004

Reference yield:

bromostyrene (103-64-0,1340-14-3) → (R,E)-3-methyl-5-phenylpent-4-en-1-ol (1174194-20-7)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium diacetate; tetrabutyl-ammonium chloride; sodium acetate / 1-methyl-pyrrolidin-2-one / 1.5 h / 90 °C / Inert atmosphere

2: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; C₇₇H₁₁₇N₁₄O₁₃Pol*C₂HF₃O₂ / 1,2-dimethoxyethane / 48 h / 10 °C

3: sodium tetrahydroborate / ethanol / 0.33 h

With sodium tetrahydroborate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; C₇₇H₁₁₇N₁₄O₁₃Pol*C₂HF₃O₂; tetrabutyl-ammonium chloride; sodium acetate; palladium diacetate; In 1-methyl-pyrrolidin-2-one; 1,2-dimethoxyethane; ethanol; 1: |Heck Reaction;

DOI:10.1002/anie.201305004

upstream raw materials:

bromostyrene

(2E,4E)-3-methyl-5-phenylpenta-2,4-dienal

(R,E)-3-methyl-5-phenylpent-4-enal