(3R,5S)-3-(N-Allyl-N-benzylamino)-5-isopropenyl-2-methylcyclohexene

Base Information

• Chemical Name: (3R,5S)-3-(N-Allyl-N-benzylamino)-5-isopropenyl-2-methylcyclohexene
• CAS No.: 141508-37-4
• Molecular Formula: C₂₀H₂₇N
• Molecular Weight: 281.441
• Mol file: 141508-37-4.mol

Synonyms:

Chemical Property of (3R,5S)-3-(N-Allyl-N-benzylamino)-5-isopropenyl-2-methylcyclohexene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,5S)-3-(N-Allyl-N-benzylamino)-5-isopropenyl-2-methylcyclohexene

There total 6 articles about (3R,5S)-3-(N-Allyl-N-benzylamino)-5-isopropenyl-2-methylcyclohexene 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:

3-(N-Allyl-N-benzylamino)-5-isopropenyl-2-methylcyclohexene → (3R,5S)-3-(N-Allyl-N-benzylamino)-5-isopropenyl-2-methylcyclohexene (141508-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / Cp₂ZrBu₂ / tetrahydrofuran; hexane / 1.5 h / Ambient temperature

2: K₂CO₃ / acetonitrile / 48 h / Ambient temperature

With dibutylbis(cyclopentadienyl)zirconium; potassium carbonate; In tetrahydrofuran; hexane; acetonitrile;

DOI:10.1021/jo00098a022

Reference yield:

allyl bromide (106-95-6) + 1-(Benzylamino)-5-isopropenyl-2-methyl-2-cyclohexene → (3R,5S)-3-(N-Allyl-N-benzylamino)-5-isopropenyl-2-methylcyclohexene (141508-37-4) + (3S,5R)-3-(N-Allyl-N-benzylamino)-5-isopropenyl-2-methylcyclohexene

Guidance literature:

With potassium carbonate; In acetonitrile; for 48h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00098a022

Reference yield:

(2S,4S)-carveol (7632-16-8,22567-18-6,20307-86-2) → (3R,5S)-3-(N-Allyl-N-benzylamino)-5-isopropenyl-2-methylcyclohexene (141508-37-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / DEAD, PPh₃

2: 77 percent / sodium naphthalenide

3: K₂CO₃

With sodium naphthalenide; potassium carbonate; triphenylphosphine; diethylazodicarboxylate;

DOI:10.1246/cl.1993.213

upstream raw materials:

allyl bromide

(1R,5S)-1-(Benzylamino)-5-isopropenyl-2-methyl-2-cyclohexene

(2S,4S)-carveol

N-benzyl-p-toluenesulfonamide

Downstream raw materials:

(1S,4R,6S,8S,11S)-3-Benzyl-6-isopropenyl-11-methyl-3-azatricyclo<6.2.1.0^4,11>undecan-9-one