tert-butyl (3R,4R,αS)-3-[N-3',4'-dimethoxybenzyl-N-(α-methylbenzyl)amino]-4-(N,N-dibenzylamino)pentanoate

Base Information

Chemical Name:tert-butyl (3R,4R,αS)-3-[N-3',4'-dimethoxybenzyl-N-(α-methylbenzyl)amino]-4-(N,N-dibenzylamino)pentanoate
CAS No.:1350910-16-5
Molecular Formula:C₄₀H₅₀N₂O₄
Molecular Weight:622.848
Hs Code.:

Synonyms:tert-butyl (3R,4R,αS)-3-[N-3',4'-dimethoxybenzyl-N-(α-methylbenzyl)amino]-4-(N,N-dibenzylamino)pentanoate

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Chemical Property of tert-butyl (3R,4R,αS)-3-[N-3',4'-dimethoxybenzyl-N-(α-methylbenzyl)amino]-4-(N,N-dibenzylamino)pentanoate

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Technology Process of tert-butyl (3R,4R,αS)-3-[N-3',4'-dimethoxybenzyl-N-(α-methylbenzyl)amino]-4-(N,N-dibenzylamino)pentanoate

There total 5 articles about tert-butyl (3R,4R,αS)-3-[N-3',4'-dimethoxybenzyl-N-(α-methylbenzyl)amino]-4-(N,N-dibenzylamino)pentanoate 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: 40.0%

: 1350909-96-4
tert-butyl (RS,E)-4-(N,N-dibenzylamino)pent-2-enoate

: 38235-77-7
(R)-N-benzyl-1-phenylethylamine

: 308273-67-8,680185-65-3
(S)-N-3,4-dimethoxybenzyl-N-(α-methylbenzyl)amine

: 1350910-35-8
tert-butyl (3S,4S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(N,N-dibenzylamino)pentanoate

: 1350910-16-5
tert-butyl (3R,4R,αS)-3-[N-3',4'-dimethoxybenzyl-N-(α-methylbenzyl)amino]-4-(N,N-dibenzylamino)pentanoate

Guidance literature:: (R)-N-benzyl-1-phenylethylamine; (S)-N-3,4-dimethoxybenzyl-N-(α-methylbenzyl)amine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

tert-butyl (RS,E)-4-(N,N-dibenzylamino)pent-2-enoate; In tetrahydrofuran; hexane; at -78 ℃; for 2h; optical yield given as %de; diastereoselective reaction;
DOI:10.1021/ol203011u

Reference yield:

: 60448-81-9
(+/-)-N,N-dibenzyl-2-aminopropan-1-ol

: 1350910-16-5
tert-butyl (3R,4R,αS)-3-[N-3',4'-dimethoxybenzyl-N-(α-methylbenzyl)amino]-4-(N,N-dibenzylamino)pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C

2.1: dichloromethane / 18 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 2 h / -78 °C

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Swern oxidation / 1.2: Swern oxidation / 2.1: Wittig reaction;
DOI:10.1021/ol203011u

Reference yield:

: 129286-74-4
(+/-)-N,N-dibenzylalaninal

: 1350910-16-5
tert-butyl (3R,4R,αS)-3-[N-3',4'-dimethoxybenzyl-N-(α-methylbenzyl)amino]-4-(N,N-dibenzylamino)pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 18 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 2 h / -78 °C

With n-butyllithium; In tetrahydrofuran; hexane; dichloromethane; 1.1: Wittig reaction;
DOI:10.1021/ol203011u