Benzyl-(S)-1-pyrrolidin-3-ylmethyl-amine

Base Information

• Chemical Name: Benzyl-(S)-1-pyrrolidin-3-ylmethyl-amine
• CAS No.: 882868-71-5
• Molecular Formula: C₁₂H₁₈N₂
• Molecular Weight: 190.288
• Mol file: 882868-71-5.mol

Synonyms:Benzyl-(S)-1-pyrrolidin-3-ylmethyl-amine

Chemical Property of Benzyl-(S)-1-pyrrolidin-3-ylmethyl-amine

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of Benzyl-(S)-1-pyrrolidin-3-ylmethyl-amine

There total 8 articles about Benzyl-(S)-1-pyrrolidin-3-ylmethyl-amine 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:

(3S)-N-<(R)-phenylethyl>-3-(hydroxymethyl)pyrrolidine (109960-55-6) → Benzyl-(S)-1-pyrrolidin-3-ylmethyl-amine (882868-71-5)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pearlmans catalyst / methanol / 2 h / 2068.59 Torr

2: Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

3: toluene / 18 h / Heating

4: 90 percent HCOOH / 18.5 h / Ambient temperature

With formic acid; hydrogen; triethylamine; palladium hydroxide - carbon; In methanol; dichloromethane; toluene;

DOI:10.1021/jm9805687

Reference yield:

(3R)-1-[(R)-1-phenylethyl]-3-(hydroxymethyl)pyrrolidine (99735-47-4) → Benzyl-(S)-1-pyrrolidin-3-ylmethyl-amine (882868-71-5)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd(OH)2 / methanol; H₂O

2: Et₃N / CH₂Cl₂

3: toluene / 90 °C

4: 90percent aq. HCOOH

With formic acid; hydrogen; triethylamine; palladium dihydroxide; In methanol; dichloromethane; water; toluene;

DOI:10.1021/jm9704558

Reference yield:

tert-butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate (199174-24-8) → Benzyl-(S)-1-pyrrolidin-3-ylmethyl-amine (882868-71-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

2: toluene / 18 h / Heating

3: 90 percent HCOOH / 18.5 h / Ambient temperature

With formic acid; triethylamine; In dichloromethane; toluene;

DOI:10.1021/jm9805687

upstream raw materials:

(3S)-N-(tert-butyloxycarbonyl)-3-<(N-benzylamino)methyl>pyrrolidine

(3S)-N-<(R)-phenylethyl>-3-(hydroxymethyl)pyrrolidine

tert-butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate

tert-butyl (S)-3-(((methylsulfonyl)oxy)methyl)pyrrolidine-1-carboxylate

Refernces

• 1、 Castro,Street,Guiblin,Jelley,Russell,Sternfeld,Beer,Stanton,Matassa. "3-[2-(Pyrrolidin-1-yl)ethyl]indoles and 3-[3-(Piperidin-1- yl)propyl]indoles: Agonists for the h5-HT(1D) receptor with high selectivity over the h5-HT(1B) subtype". . p. 3497 - 3500. Retrieved 2007/10/03.