tert-butyl (R,R,R)-2-O-methoxymethyl-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate

Base Information

Chemical Name:tert-butyl (R,R,R)-2-O-methoxymethyl-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate
CAS No.:1346555-92-7
Molecular Formula:C₂₀H₃₃NO₅
Molecular Weight:367.486
Hs Code.:

Synonyms:tert-butyl (R,R,R)-2-O-methoxymethyl-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate

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Chemical Property of tert-butyl (R,R,R)-2-O-methoxymethyl-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate

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Technology Process of tert-butyl (R,R,R)-2-O-methoxymethyl-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate

There total 4 articles about tert-butyl (R,R,R)-2-O-methoxymethyl-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate 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: 70.0%

: 1346555-91-6
tert-butyl (R,R,R)-2-hydroxy-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate

: 107-30-2
chloromethyl methyl ether

: 1346555-92-7
tert-butyl (R,R,R)-2-O-methoxymethyl-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate

Guidance literature:: tert-butyl (R,R,R)-2-hydroxy-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

chloromethyl methyl ether; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1016/j.tetlet.2011.09.114

Reference yield:

: 4-methoxy-N,α(αR)-dimethylbenzenemethylamine

: 1346555-92-7
tert-butyl (R,R,R)-2-O-methoxymethyl-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

1.3: 12 h / -78 - 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2.2: 16 h / 0 - 20 °C / Inert atmosphere

With n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.03.045

Reference yield:

: 3246-27-3
tert-butyl crotonate

: 1346555-92-7
tert-butyl (R,R,R)-2-O-methoxymethyl-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

1.3: 12 h / -78 - 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2.2: 16 h / 0 - 20 °C / Inert atmosphere

With n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.03.045