(S,E)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)-1-(4-(3-(naphthalen-1-yl)allyl)piperazin-1-yl)propan-1-one

Base Information

Chemical Name:(S,E)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)-1-(4-(3-(naphthalen-1-yl)allyl)piperazin-1-yl)propan-1-one
CAS No.:1535200-71-5
Molecular Formula:C₂₈H₃₃N₃O₂
Molecular Weight:443.589
Hs Code.:

Synonyms:(S,E)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)-1-(4-(3-(naphthalen-1-yl)allyl)piperazin-1-yl)propan-1-one

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Chemical Property of (S,E)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)-1-(4-(3-(naphthalen-1-yl)allyl)piperazin-1-yl)propan-1-one

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Technology Process of (S,E)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)-1-(4-(3-(naphthalen-1-yl)allyl)piperazin-1-yl)propan-1-one

There total 5 articles about (S,E)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)-1-(4-(3-(naphthalen-1-yl)allyl)piperazin-1-yl)propan-1-one 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:

: C₃₃H₄₁N₃O₄

: 1535200-71-5
(S,E)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)-1-(4-(3-(naphthalen-1-yl)allyl)piperazin-1-yl)propan-1-one

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 1h;
DOI:10.1016/j.bmcl.2013.12.021

Reference yield:

: 22837-81-6
3-napthalen-1-yl-acrylic acid methyl ester

: 1535200-71-5
(S,E)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)-1-(4-(3-(naphthalen-1-yl)allyl)piperazin-1-yl)propan-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: diisobutylaluminium hydride / dichloromethane; tetrahydrofuran / 0.25 h / -78 °C

2: triethylamine / dichloromethane / 1 h / 0 °C

3: tetrahydrofuran / 16 h / 70 °C

4: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; 6-chloro-1-hydroxybenzotriazole / 15 h / 20 °C

5: trifluoroacetic acid / dichloromethane / 1 h

With diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; 6-chloro-1-hydroxybenzotriazole; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmcl.2013.12.021

Reference yield:

: 98978-44-0
(E)-3-(1-naphthyl)prop-2-en-1-ol

: 1535200-71-5
(S,E)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)-1-(4-(3-(naphthalen-1-yl)allyl)piperazin-1-yl)propan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 1 h / 0 °C

2: tetrahydrofuran / 16 h / 70 °C

3: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; 6-chloro-1-hydroxybenzotriazole / 15 h / 20 °C

4: trifluoroacetic acid / dichloromethane / 1 h

With triethylamine; N-ethyl-N,N-diisopropylamine; 6-chloro-1-hydroxybenzotriazole; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmcl.2013.12.021