(3R,4S,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]-4-benzylpyrrolidine

Base Information

Chemical Name:(3R,4S,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]-4-benzylpyrrolidine
CAS No.:945483-34-1
Molecular Formula:C₃₃H₃₆N₂
Molecular Weight:460.662
Hs Code.:

Synonyms:(3R,4S,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]-4-benzylpyrrolidine

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Chemical Property of (3R,4S,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]-4-benzylpyrrolidine

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Technology Process of (3R,4S,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]-4-benzylpyrrolidine

There total 5 articles about (3R,4S,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]-4-benzylpyrrolidine 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: 94.0%

: 906750-04-7
(3R,4R,αS)-N(1)-benzyl-3-benzyl-4-[N'-benzyl-N'-(α-methylbenzyl)amino]pyrrolid-2-one

: 945483-34-1
(3R,4S,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]-4-benzylpyrrolidine

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 12h; Heating;
DOI:10.1039/b704932c

Reference yield:

: 945483-25-0
methyl (E)-(N-allyl-N-benzylamino)but-2-enoate

: 945483-34-1
(3R,4S,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]-4-benzylpyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 15.0 g / BuLi / hexane; tetrahydrofuran / 2 h / -78 °C

2.1: 94 percent / 1,3--dimethyl barbituric acid / Pd(PPh₃)4 / CH₂Cl₂ / 12 h / 20 °C

3.1: BuLi; 2,2,6,6-tetramethylpiperidine / hexane; tetrahydrofuran / 2 h / -78 °C

3.2: 94 percent / hexane; tetrahydrofuran / 16 h / -78 - 20 °C

4.1: 94 percent / LiAlH₄ / tetrahydrofuran / 12 h / Heating

With 2,2,6,6-tetramethyl-piperidine; lithium aluminium tetrahydride; n-butyllithium; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1039/b704932c

Reference yield:

: 4383-22-6
Allylbenzylamine

: 945483-34-1
(3R,4S,αS)-N(1)-benzyl-3-[N'-benzyl-N'-(α-methylbenzyl)amino]-4-benzylpyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / iPr₂NEt / CH₂Cl₂ / 16 h / 0 °C

2.1: 15.0 g / BuLi / hexane; tetrahydrofuran / 2 h / -78 °C

3.1: 94 percent / 1,3--dimethyl barbituric acid / Pd(PPh₃)4 / CH₂Cl₂ / 12 h / 20 °C

4.1: BuLi; 2,2,6,6-tetramethylpiperidine / hexane; tetrahydrofuran / 2 h / -78 °C

4.2: 94 percent / hexane; tetrahydrofuran / 16 h / -78 - 20 °C

5.1: 94 percent / LiAlH₄ / tetrahydrofuran / 12 h / Heating

With 2,2,6,6-tetramethyl-piperidine; lithium aluminium tetrahydride; n-butyllithium; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1039/b704932c