(2S,4S)-N-[(1'R,2'R)-2'-hydroxy-1'-methyl-2'-phenylethyl]-N-methyl-2,4-dimethylhexanamide

Base Information

Chemical Name:(2S,4S)-N-[(1'R,2'R)-2'-hydroxy-1'-methyl-2'-phenylethyl]-N-methyl-2,4-dimethylhexanamide
CAS No.:192060-48-3
Molecular Formula:C₁₈H₂₉NO₂
Molecular Weight:291.434
Hs Code.:

Synonyms:(2S,4S)-N-[(1'R,2'R)-2'-hydroxy-1'-methyl-2'-phenylethyl]-N-methyl-2,4-dimethylhexanamide

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Chemical Property of (2S,4S)-N-[(1'R,2'R)-2'-hydroxy-1'-methyl-2'-phenylethyl]-N-methyl-2,4-dimethylhexanamide

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Technology Process of (2S,4S)-N-[(1'R,2'R)-2'-hydroxy-1'-methyl-2'-phenylethyl]-N-methyl-2,4-dimethylhexanamide

There total 5 articles about (2S,4S)-N-[(1'R,2'R)-2'-hydroxy-1'-methyl-2'-phenylethyl]-N-methyl-2,4-dimethylhexanamide 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: 94.0%

: 29394-58-9
(S)-1-iodo-2-methyl-butane

: 69856-85-5,69856-87-7
N-((R)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-N-methyl-propionamide

: 192060-48-3
(2S,4S)-N-[(1'R,2'R)-2'-hydroxy-1'-methyl-2'-phenylethyl]-N-methyl-2,4-dimethylhexanamide

Guidance literature:: With n-butyllithium; diisopropylamine; lithium chloride; In tetrahydrofuran; at 23 ℃; for 18h;
DOI:10.1021/ja970402f

Reference yield: 79.0%

: 29394-58-9
(S)-1-iodo-2-methyl-butane

: 192060-67-6
(1R,2R)-(-)-pseudoephedrinepropionamide

: 192060-48-3
(2S,4S)-N-[(1'R,2'R)-2'-hydroxy-1'-methyl-2'-phenylethyl]-N-methyl-2,4-dimethylhexanamide

Guidance literature:: (1R,2R)-(-)-pseudoephedrinepropionamide; With n-butyllithium; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

(S)-1-iodo-2-methyl-butane; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 18h; Inert atmosphere;
DOI:10.1002/anie.201702189

Reference yield:

: 321-97-1,7009-81-6,90-83-5,6912-63-6
(1R,2R)-pseudoephedrine

: 192060-48-3
(2S,4S)-N-[(1'R,2'R)-2'-hydroxy-1'-methyl-2'-phenylethyl]-N-methyl-2,4-dimethylhexanamide

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: 24 h / 0 - 25 °C

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