tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)-amino]-3-(4'-methoxyphenyl)propanoate

Base Information

Chemical Name:tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)-amino]-3-(4'-methoxyphenyl)propanoate
CAS No.:951174-19-9
Molecular Formula:C₂₉H₃₅NO₃
Molecular Weight:445.602
Hs Code.:

Synonyms:tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)-amino]-3-(4'-methoxyphenyl)propanoate

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Chemical Property of tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)-amino]-3-(4'-methoxyphenyl)propanoate

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Technology Process of tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)-amino]-3-(4'-methoxyphenyl)propanoate

There total 4 articles about tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)-amino]-3-(4'-methoxyphenyl)propanoate 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: 96.0%

: 17480-69-2
(S)-N-benzyl-1-phenylethylamine

: 53484-52-9
3-(4-methoxyphenyl)-acrylic acid tert-butyl ester

: 951174-19-9
tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)-amino]-3-(4'-methoxyphenyl)propanoate

Guidance literature:: (S)-N-benzyl-1-phenylethylamine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

3-(4-methoxyphenyl)-acrylic acid tert-butyl ester; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.06.008

Reference yield: 89.0%

: 17480-69-2
(S)-N-benzyl-1-phenylethylamine

: 53484-52-9
tert-butyl (E)-3-(4-methoxyphenyl)prop-2-enoate

: 951174-19-9
tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)-amino]-3-(4'-methoxyphenyl)propanoate

Guidance literature:: (S)-N-benzyl-1-phenylethylamine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

tert-butyl (E)-3-(4-methoxyphenyl)prop-2-enoate; In tetrahydrofuran; hexane; at -78 ℃; for 3h; Further stages.;
DOI:10.1016/j.tetasy.2007.06.008

Reference yield:

: 27784-76-5
tert-butyl diethylphosphonoacetate

: 951174-19-9
tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)-amino]-3-(4'-methoxyphenyl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 89 percent / tetrahydrofuran; hexane / -78 - 20 °C

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

2.2: 89 percent / tetrahydrofuran; hexane / 3 h / -78 °C

With n-butyllithium; In tetrahydrofuran; hexane; 1.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tetasy.2007.06.008