(3R,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolidine

Base Information

• Chemical Name: (3R,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolidine
• CAS No.: 945483-29-4
• Molecular Formula: C₂₆H₃₀N₂
• Molecular Weight: 370.538
• Mol file: 945483-29-4.mol

Synonyms:(3R,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolidine

Chemical Property of (3R,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (3R,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolidine

There total 5 articles about (3R,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolidine 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: 89.0%

(4R,αS)-N(1)-benzyl-4-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolid-2-one (906750-03-6) → (3R,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolidine (945483-29-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 12h; Heating;

DOI:10.1039/b704932c

Reference yield:

Allylbenzylamine (4383-22-6) → (3R,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolidine (945483-29-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / iPr₂NEt / CH₂Cl₂ / 16 h / 0 °C

2: 15.0 g / BuLi / hexane; tetrahydrofuran / 2 h / -78 °C

3: 94 percent / 1,3--dimethyl barbituric acid / Pd(PPh₃)4 / CH₂Cl₂ / 12 h / 20 °C

4: 89 percent / LiAlH₄ / tetrahydrofuran / 12 h / Heating

With lithium aluminium tetrahydride; n-butyllithium; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1039/b704932c

Reference yield:

methyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate (906750-02-5) → (3R,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolidine (945483-29-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / 1,3--dimethyl barbituric acid / Pd(PPh₃)4 / CH₂Cl₂ / 12 h / 20 °C

2: 89 percent / LiAlH₄ / tetrahydrofuran / 12 h / Heating

With lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;

DOI:10.1039/b704932c

upstream raw materials:

(4R,αS)-N(1)-benzyl-4-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolid-2-one

Allylbenzylamine

methyl (E)-(N-allyl-N-benzylamino)but-2-enoate

methyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(N'-benzyl-N'-allylamino)butanoate

Downstream raw materials:

(R)-pyrrolidin-3-amine