trans-Carvyl propionate

Base Information

• Chemical Name: trans-Carvyl propionate
• CAS No.: 145032-51-5
• Molecular Formula: C₁₃H₂₀O₂
• Molecular Weight: 208.301
• Mol file: 145032-51-5.mol

Synonyms:trans-Carvyl propionate

Chemical Property of trans-Carvyl propionate

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-Carvyl propionate

There total 2 articles about trans-Carvyl propionate 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: 99.0%

(4R,6R)-carveol (99-48-9,1197-06-4,1197-07-5,2102-58-1,2102-59-2,5157-78-8,5503-11-7,7632-16-8,18383-51-2,22567-18-6,20307-86-2) + propionyl chloride (79-03-8) → (-)-cis-carvyl propionate (97-45-0,74431-24-6,112419-68-8,145032-50-4,145032-51-5)

Guidance literature:

With pyridine; In dichloromethane; 1.) 0 deg C, 1 h, 2.) RT, 1 h;

DOI:10.1021/jo00238a030

Reference yield:

(R)-Carvone (6485-40-1,2244-16-8) → (-)-cis-carvyl propionate (97-45-0,74431-24-6,112419-68-8,145032-50-4,145032-51-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / LAH / diethyl ether / 1 h / -78 °C

2: 99 percent / pyridine / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) RT, 1 h

With pyridine; lithium aluminium tetrahydride; In diethyl ether; dichloromethane;

DOI:10.1021/jo00238a030

Reference yield:

(-)-cis-carvyl propionate (97-45-0,74431-24-6,112419-68-8,145032-50-4,145032-51-5) → 2-((1R,5S)-5-Isopropenyl-2-methyl-cyclohex-2-enyl)-propionic acid (112320-99-7,112419-69-9)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; tert-butyldimethylsilyl chloride; lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -78 deg C, 15 min, 2.) a.) -78 deg C, 10 min b.) from -78 deg C to RT, 45 min, c.) 50 deg C, 6 h;

DOI:10.1021/jo00238a030

upstream raw materials:

(4R,6R)-carveol

propionyl chloride

(R)-Carvone

Downstream raw materials:

2(S)-<2-methyl-5(S)-(2-propenyl)-2-cyclohexen-1(R)-yl>propionic acid

2-((1R,5S)-5-Isopropenyl-2-methyl-cyclohex-2-enyl)-propionic acid

(2R)-<2-methyl-5(R)-(2-propenyl)-2-cyclohexen-1(R)-yl>propionic acid

(2S)-<2-methyl-5(R)-(2-propenyl)-2-cyclohexen-1(R)-yl>propionic acid

Refernces