(R)-Procyclidine

Base Information

• Chemical Name: (R)-Procyclidine
• CAS No.: 102727-66-2
• Molecular Formula: C₁₉H₂₉NO
• Molecular Weight: 287.445
• Mol file: 102727-66-2.mol

Synonyms:

Chemical Property of (R)-Procyclidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-Procyclidine

There total 4 articles about (R)-Procyclidine 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:

C22H35NO3Si → (R)-Procyclidine (102727-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium fluoride / toluene; methanol / 0.5 h / 20 °C / Inert atmosphere

2: 20% palladium hydroxide-activated charcoal; hydrogen / methanol / 4 h / 40 °C

With ammonium fluoride; 20% palladium hydroxide-activated charcoal; hydrogen; In methanol; toluene;

DOI:10.1021/jacs.9b01784

Reference yield:

cyclohexa-1,3-diene (1165952-91-9) → (R)-Procyclidine (102727-66-2)

Guidance literature:

Multi-step reaction with 3 steps

1: copper diacetate; (+)-1,2-bis((2S,5S)-2,5-diphenylphospholanyl)ethane / toluene / 12 h / 0 °C / Inert atmosphere

2: ammonium fluoride / toluene; methanol / 0.5 h / 20 °C / Inert atmosphere

3: 20% palladium hydroxide-activated charcoal; hydrogen / methanol / 4 h / 40 °C

With ammonium fluoride; (+)-1,2-bis((2S,5S)-2,5-diphenylphospholanyl)ethane; 20% palladium hydroxide-activated charcoal; hydrogen; copper diacetate; In methanol; toluene;

DOI:10.1021/jacs.9b01784

Reference yield:

1-phenyl-3-(pyrrolidin-1-yl)propan-1-one (94-39-3) → (R)-Procyclidine (102727-66-2)

Guidance literature:

Multi-step reaction with 3 steps

1: copper diacetate; (+)-1,2-bis((2S,5S)-2,5-diphenylphospholanyl)ethane / toluene / 12 h / 0 °C / Inert atmosphere

2: ammonium fluoride / toluene; methanol / 0.5 h / 20 °C / Inert atmosphere

3: 20% palladium hydroxide-activated charcoal; hydrogen / methanol / 4 h / 40 °C

With ammonium fluoride; (+)-1,2-bis((2S,5S)-2,5-diphenylphospholanyl)ethane; 20% palladium hydroxide-activated charcoal; hydrogen; copper diacetate; In methanol; toluene;

DOI:10.1021/jacs.9b01784

upstream raw materials:

procyclidine

1-phenyl-3-(pyrrolidin-1-yl)propan-1-one

cyclohexa-1,3-diene

Downstream raw materials:

(R)-Tricylamol iodide

Refernces

• 1、 Tacke,Linoh,Schomburg,et al.. "On the absolute configuration of the enantiomers of the antimuscarinic agents procyclidine and tricyclamol iodide: X-ray structural analysis of (R)-1-[3-cyclohexyl-3-hydroxy-3-phenylpropyl]-1-methylpyrrol idinium iodide". . p. 242 - 250. Retrieved 2007/10/02.