(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methanamine

Base Information

• Chemical Name: (S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methanamine
• CAS No.: 1448991-03-4
• Molecular Formula: C₁₈H₂₂N₂
• Molecular Weight: 266.386
• Mol file: 1448991-03-4.mol

Synonyms:(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methanamine

Chemical Property of (S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methanamine

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methanamine

There total 8 articles about (S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methanamine 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: 97.0%

(S)-2-[(S)-azido(phenyl)methyl]-1-benzylpyrrolidine (1448991-00-1) → (S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methanamine (1448991-03-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; for 2h; under 3102.97 Torr;

DOI:10.3987/COM-12-S(N)82

Reference yield:

(2R,3R)-1-benzyl-3-chloro-2-phenylpiperidine (1448990-99-5) → (S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methanamine (1448991-03-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide / dimethyl sulfoxide; N,N-dimethyl-formamide / 2 h / 55 °C / Microwave irradiation

2: hydrogen; palladium 10% on activated carbon / ethanol / 2 h / 3102.97 Torr

With sodium azide; palladium 10% on activated carbon; hydrogen; In ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.3987/COM-12-S(N)82

Reference yield:

(S)-1-[(2S)-1-benzylpyrrolidin-2-yl](phenyl)methanol (110529-27-6) → (S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methanamine (1448991-03-4)

Guidance literature:

Multi-step reaction with 3 steps

1: methanesulfonyl chloride; triethylamine / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

2: sodium azide / dimethyl sulfoxide; N,N-dimethyl-formamide / 2 h / 55 °C / Microwave irradiation

3: hydrogen; palladium 10% on activated carbon / ethanol / 2 h / 3102.97 Torr

With sodium azide; palladium 10% on activated carbon; hydrogen; methanesulfonyl chloride; triethylamine; In ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.3987/COM-12-S(N)82

upstream raw materials:

(S)-1-[(2S)-1-benzylpyrrolidin-2-yl](phenyl)methanol

(2R,3R)-1-benzyl-3-chloro-2-phenylpiperidine

(S)-2-[(S)-azido(phenyl)methyl]-1-benzylpyrrolidine

(2S)-1-triphenylmethyl-2-pyrrolidinemethanal

Downstream raw materials:

1-{(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-3-phenylthiourea

N-{(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-nitrobenzenesulfonamide

N-{(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-methylbenzenesulfonamide

N-{(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}acetamide

Refernces

• 1、 Vargas-Caporali, Jorge,Cruz-Hernandez, Carlos,Juaristi, Eusebio. "Synthesis of versatile bifunctional derivatives of chiral diamines obtained through anchimerically assisted nucleophilic substitution reactions on diastereomeric phenylprolinols". . p. 1275 - 1300. Retrieved 2013/08/23.