(2R)-2-(4-tert-butoxybenzyl)-N-(2,4-dimethoxybenzyl)-N-methylsuccinamic acid benzyl ester

Base Information

Chemical Name:(2R)-2-(4-tert-butoxybenzyl)-N-(2,4-dimethoxybenzyl)-N-methylsuccinamic acid benzyl ester
CAS No.:326473-19-2
Molecular Formula:C₃₂H₃₉NO₆
Molecular Weight:533.665
Hs Code.:

Synonyms:(2R)-2-(4-tert-butoxybenzyl)-N-(2,4-dimethoxybenzyl)-N-methylsuccinamic acid benzyl ester

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Chemical Property of (2R)-2-(4-tert-butoxybenzyl)-N-(2,4-dimethoxybenzyl)-N-methylsuccinamic acid benzyl ester

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Technology Process of (2R)-2-(4-tert-butoxybenzyl)-N-(2,4-dimethoxybenzyl)-N-methylsuccinamic acid benzyl ester

There total 9 articles about (2R)-2-(4-tert-butoxybenzyl)-N-(2,4-dimethoxybenzyl)-N-methylsuccinamic acid benzyl ester 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: 91.0%

: [3R,4S]-4-(4-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-tert-butoxybenzyl)-N-(2,4-dimethoxybenzyl)-N-methyl-4-oxobutyramide

: 100-51-6,185532-71-2
benzyl alcohol

: 326473-19-2
(2R)-2-(4-tert-butoxybenzyl)-N-(2,4-dimethoxybenzyl)-N-methylsuccinamic acid benzyl ester

Guidance literature:: benzyl alcohol; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;

[3R,4S]-4-(4-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-tert-butoxybenzyl)-N-(2,4-dimethoxybenzyl)-N-methyl-4-oxobutyramide; In tetrahydrofuran; at -78 - -10 ℃; for 2h; Further stages.;
DOI:10.1021/ja011746f

Reference yield:

: 60876-70-2
4-tert-butoxybromobenzene

: 326473-19-2
(2R)-2-(4-tert-butoxybenzyl)-N-(2,4-dimethoxybenzyl)-N-methylsuccinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: Na₂CO₃; PdCl₂ / H₂O / 24 h / Heating

1.2: 92 percent / Pd/C / 8 h / 20 °C / 760.05 Torr

2.1: Et₃N; trimethylacetyl chloride / tetrahydrofuran / 2 h / -15 °C

2.2: 82 percent / lithium chloride / 20 °C

3.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

3.2: 71 percent / tetrahydrofuran

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C

4.2: 91 percent / tetrahydrofuran / 2 h / -78 - -10 °C

With n-butyllithium; sodium hexamethyldisilazane; pivaloyl chloride; sodium carbonate; triethylamine; palladium dichloride; In tetrahydrofuran; hexane; water;
DOI:10.1021/ja011746f

Reference yield:

: 21323-98-8
3-(4-tert-butoxyphenyl)-propionic acid

: 326473-19-2
(2R)-2-(4-tert-butoxybenzyl)-N-(2,4-dimethoxybenzyl)-N-methylsuccinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₃N; trimethylacetyl chloride / tetrahydrofuran / 2 h / -15 °C

1.2: 82 percent / lithium chloride / 20 °C

2.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

2.2: 71 percent / tetrahydrofuran

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C

3.2: 91 percent / tetrahydrofuran / 2 h / -78 - -10 °C

With n-butyllithium; sodium hexamethyldisilazane; pivaloyl chloride; triethylamine; In tetrahydrofuran; hexane;
DOI:10.1021/ja011746f