(2S,2S)-(2-benzylsulfanyl-3-o-tolylpropylidene)[2-(methoxymethyl)pyrrolidin-1-yl]amine

Base Information

Chemical Name:(2S,2S)-(2-benzylsulfanyl-3-o-tolylpropylidene)[2-(methoxymethyl)pyrrolidin-1-yl]amine
CAS No.:639076-55-4
Molecular Formula:C₂₃H₃₀N₂OS
Molecular Weight:382.57
Hs Code.:

Synonyms:(2S,2S)-(2-benzylsulfanyl-3-o-tolylpropylidene)[2-(methoxymethyl)pyrrolidin-1-yl]amine

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Chemical Property of (2S,2S)-(2-benzylsulfanyl-3-o-tolylpropylidene)[2-(methoxymethyl)pyrrolidin-1-yl]amine

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Technology Process of (2S,2S)-(2-benzylsulfanyl-3-o-tolylpropylidene)[2-(methoxymethyl)pyrrolidin-1-yl]amine

There total 5 articles about (2S,2S)-(2-benzylsulfanyl-3-o-tolylpropylidene)[2-(methoxymethyl)pyrrolidin-1-yl]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:

: 89-92-9
2-methylbenzyl bromide

: 155996-67-1
(2S)-(-)-[2-(benzylsulfanyl)ethylidene][2-(methoxymethyl)pyrrolidin-1-yl]amine

: (2R,2S)-(2-benzylsulfanyl-3-o-tolylpropylidene)[2-(methoxymethyl)pyrrolidin-1-yl]amine

: 639076-55-4
(2S,2S)-(2-benzylsulfanyl-3-o-tolylpropylidene)[2-(methoxymethyl)pyrrolidin-1-yl]amine

Guidance literature:: (2S)-(-)-[2-(benzylsulfanyl)ethylidene][2-(methoxymethyl)pyrrolidin-1-yl]amine; With lithium diisopropyl amide; In tetrahydrofuran; at -20 ℃; for 2h;

2-methylbenzyl bromide; In tetrahydrofuran; at -100 - 20 ℃; for 15h; Title compound not separated from byproducts;
DOI:10.1002/ejoc.200300249

Reference yield:

: 100-53-8
phenylmethanethiol

: 639076-55-4
(2S,2S)-(2-benzylsulfanyl-3-o-tolylpropylidene)[2-(methoxymethyl)pyrrolidin-1-yl]amine

Guidance literature:: Multi-step reaction with 4 steps

1.1: nBuLi / tetrahydrofuran / 1 h / 0 °C

1.2: 99 percent / tetrahydrofuran / 4 h / Heating

2.1: aq. HCl / diethyl ether / 7 h / Heating

3.1: MgSO₄ / CH₂Cl₂ / 20 °C

4.1: LDA / tetrahydrofuran / 2 h / -20 °C

4.2: tetrahydrofuran / 15 h / -100 - 20 °C

With hydrogenchloride; n-butyllithium; magnesium sulfate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/ejoc.200300249

Reference yield:

: 7401-37-8
benzylsulfanylacetaldehyde

: 639076-55-4
(2S,2S)-(2-benzylsulfanyl-3-o-tolylpropylidene)[2-(methoxymethyl)pyrrolidin-1-yl]amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: MgSO₄ / CH₂Cl₂ / 20 °C

2.1: LDA / tetrahydrofuran / 2 h / -20 °C

2.2: tetrahydrofuran / 15 h / -100 - 20 °C

With magnesium sulfate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200300249