(2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-2-methylbutanamide

Base Information

Chemical Name:(2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-2-methylbutanamide
CAS No.:1068600-85-0
Molecular Formula:C₁₅H₂₃NO₂
Molecular Weight:249.353
Hs Code.:

Synonyms:(2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-2-methylbutanamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-2-methylbutanamide

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Technology Process of (2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-2-methylbutanamide

There total 2 articles about (2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-2-methylbutanamide 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: 88.0%

: 75-03-6
ethyl iodide

: 159213-03-3
N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide

: 1068600-85-0
(2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-2-methylbutanamide

Guidance literature:: N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide; With n-butyllithium; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 - 23 ℃; for 1.33333h;

ethyl iodide; In tetrahydrofuran; hexane; at 20 ℃; for 13h;
DOI:10.1016/j.tet.2009.02.069

Reference yield:

: 90-82-4,7009-81-6,90-83-5,6912-63-6
pseudoephedrine

: 1068600-85-0
(2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-2-methylbutanamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 0.5 h / 25 °C

2.1: n-butyllithium; lithium chloride; diisopropylamine / tetrahydrofuran; hexane / 1.33 h / -78 - 25 °C

2.2: 15 h / 0 - 25 °C

With n-butyllithium; triethylamine; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/acs.orglett.0c00431

Reference yield: 93.0%

: 1068600-85-0
(2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-2-methylbutanamide

: 100-39-0
benzyl bromide

: 1068601-13-7
(2R)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylbutanamide

Guidance literature:: (2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-2-methylbutanamide; With n-butyllithium; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 - 0 ℃; Inert atmosphere;

benzyl bromide; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; hexane; at -40 ℃; for 1.25h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ja806021y