(R)-2-amino-1-((S)-2-benzhydrylpyrrolidin-1-yl)-2-phenylethanone

Base Information

• Chemical Name: (R)-2-amino-1-((S)-2-benzhydrylpyrrolidin-1-yl)-2-phenylethanone
• CAS No.: 1427219-08-6
• Molecular Formula: C₂₅H₂₆N₂O
• Molecular Weight: 370.494
• Mol file: 1427219-08-6.mol

Synonyms:(R)-2-amino-1-((S)-2-benzhydrylpyrrolidin-1-yl)-2-phenylethanone

Chemical Property of (R)-2-amino-1-((S)-2-benzhydrylpyrrolidin-1-yl)-2-phenylethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-amino-1-((S)-2-benzhydrylpyrrolidin-1-yl)-2-phenylethanone

There total 4 articles about (R)-2-amino-1-((S)-2-benzhydrylpyrrolidin-1-yl)-2-phenylethanone 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: 65.0%

benzyl ((R)-2-((S)-2-benzhydrylpyrrolidin-1-yl)-2-oxo-1-phenylethyl)carbamate (1427219-07-5) → (R)-2-amino-1-((S)-2-benzhydrylpyrrolidin-1-yl)-2-phenylethanone (1427219-08-6)

Guidance literature:

With ethanol; palladium 10% on activated carbon; In cyclohexane; for 2h; Reflux; Inert atmosphere;

DOI:10.3906/kim-1110-25

Reference yield:

Z-D-phenylglycine (17609-52-8) → (R)-2-amino-1-((S)-2-benzhydrylpyrrolidin-1-yl)-2-phenylethanone (1427219-08-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide / dichloromethane / 2 h / -5 - 20 °C

2: palladium 10% on activated carbon; ethanol / cyclohexane / 2 h / Reflux; Inert atmosphere

With ethanol; palladium 10% on activated carbon; dicyclohexyl-carbodiimide; In dichloromethane; cyclohexane;

DOI:10.3906/kim-1110-25

Reference yield:

(R)-phenylglycine (875-74-1) → (R)-2-amino-1-((S)-2-benzhydrylpyrrolidin-1-yl)-2-phenylethanone (1427219-08-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide

2: dicyclohexyl-carbodiimide / dichloromethane

3: palladium on activated charcoal / ethanol; cyclohexene

With palladium on activated charcoal; dicyclohexyl-carbodiimide; sodium hydroxide; In ethanol; dichloromethane; cyclohexene;

DOI:10.1039/c9ra03029h

upstream raw materials:

(S)-2-(diphenylmethyl)pyrrolidine

Z-D-phenylglycine

benzyl ((R)-2-((S)-2-benzhydrylpyrrolidin-1-yl)-2-oxo-1-phenylethyl)carbamate

(R)-phenylglycine

Downstream raw materials:

(R)-2-((S)-2-benzhydrylpyrrolidin-1-yl)-1-phenylethanamine

Refernces

• 1、 Naziroglu, Hayriye Nevin,Sirit, Abdulkadir. "Synthesis and application of L-proline and R-phenylglycine derived organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes". . p. 659 - 670. Retrieved 2013/02/25.