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

Base Information

Chemical Name:tert-butyl (R,R,R)-2-hydroxy-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate
CAS No.:1346555-91-6
Molecular Formula:C₁₈H₂₉NO₄
Molecular Weight:323.433
Hs Code.:

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

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

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

There total 2 articles about tert-butyl (R,R,R)-2-hydroxy-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: 71.0%

: 3246-27-3
tert-butyl crotonate

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

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

Guidance literature:: 4-methoxy-N,α(αR)-dimethylbenzenemethylamine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

tert-butyl crotonate; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

With (1R)-(?)-(10-camphorsulfonyl)oxaziridine; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 12h; optical yield given as %de; Inert atmosphere;
DOI:10.1016/j.tet.2012.03.045

Reference yield: 71.0%

: 79218-15-8
tert-butyl (E)-crotonate

: lithium (R)-N-methyl-N-(R-methyl-p-methoxybenzyl)-amide

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

Guidance literature:: tert-butyl (E)-crotonate; lithium (R)-N-methyl-N-(R-methyl-p-methoxybenzyl)-amide; In tetrahydrofuran; at -78 ℃; for 2h;

With (1R)-(?)-(10-camphorsulfonyl)oxaziridine; In tetrahydrofuran; at -78 - 20 ℃; for 12h; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.tetlet.2011.09.114

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