(2S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylpent-4-enamide

Base Information

Chemical Name:(2S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylpent-4-enamide
CAS No.:1068601-40-0
Molecular Formula:C₂₃H₂₉NO₂
Molecular Weight:351.489
Hs Code.:

Synonyms:(2S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylpent-4-enamide

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Chemical Property of (2S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylpent-4-enamide

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Technology Process of (2S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylpent-4-enamide

There total 2 articles about (2S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylpent-4-enamide 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: 95.0%

: 1068601-67-1,38735-14-7
N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylmethacrylamide

: 591-51-5
phenyllithium

: 106-95-6
allyl bromide

: 1068601-40-0
(2S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylpent-4-enamide

Guidance literature:: N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylmethacrylamide; With methyllithium; lithium chloride; In tetrahydrofuran; formaldehyde diethyl acetal; at -78 ℃; Inert atmosphere;

phenyllithium; In tetrahydrofuran; formaldehyde diethyl acetal; dibutyl ether; at -78 - -40 ℃; Inert atmosphere;

allyl bromide; In tetrahydrofuran; formaldehyde diethyl acetal; dibutyl ether; at -40 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ja806021y

Reference yield: 85.0%

: 106-95-6
allyl bromide

: 159345-06-9,352530-53-1
(2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethyl-3-phenylpropionamide

: 1068601-40-0
(2S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylpent-4-enamide

Guidance literature:: (2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethyl-3-phenylpropionamide; With n-butyllithium; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 - 0 ℃; Inert atmosphere;

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

Reference yield: 86.0%

: 1068601-40-0
(2S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylpent-4-enamide

: (2S)-2-benzyl-2-methylpent-4-enoic acid

Guidance literature:: With tetra(n-butyl)ammonium hydroxide; water; In 1,4-dioxane; at 115 ℃; for 21h; Inert atmosphere;
DOI:10.1021/ja806021y