(R)-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N,2'-dimethylpent-4-enamide

Base Information

Chemical Name:(R)-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N,2'-dimethylpent-4-enamide
CAS No.:1068601-03-5
Molecular Formula:C₁₆H₂₃NO₂
Molecular Weight:261.364
Hs Code.:

Synonyms:(R)-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N,2'-dimethylpent-4-enamide

Suppliers and Price of (R)-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N,2'-dimethylpent-4-enamide

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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 (R)-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N,2'-dimethylpent-4-enamide

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Technology Process of (R)-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N,2'-dimethylpent-4-enamide

There total 2 articles about (R)-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-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: 88.0%

: 556-56-9
allyl iodid

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

: 1068601-03-5
(R)-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N,2'-dimethylpent-4-enamide

Guidance literature:: N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide; With n-butyllithium; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.33333h; Inert atmosphere;

allyl iodid; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 6.16667h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jo102038q

Reference yield:

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

: 1068601-03-5
(R)-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N,2'-dimethylpent-4-enamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 0.67 h / 20 °C / Inert atmosphere

2.1: lithium chloride; N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1.42 h / -78 - 20 °C / Inert atmosphere

2.2: 2 h / -78 - 0 °C

With n-butyllithium; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1055/s-0033-1339923

Reference yield: 90.0%

: 1068601-03-5
(R)-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N,2'-dimethylpent-4-enamide

: 100-39-0
benzyl bromide

: 1068601-45-5
(2R)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylpent-4-enamide

Guidance literature:: (R)-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N,2'-dimethylpent-4-enamide; 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