(6S)-N-1-(tert-butoxycarbonyl)-3-[(Z)-propylidene]-6-isopropyl-5-phenyl-1,2,3,6-tetrahydro-2-pyrazinone

Base Information

Chemical Name:(6S)-N-1-(tert-butoxycarbonyl)-3-[(Z)-propylidene]-6-isopropyl-5-phenyl-1,2,3,6-tetrahydro-2-pyrazinone
CAS No.:281194-65-8
Molecular Formula:C₂₁H₂₈N₂O₃
Molecular Weight:356.465
Hs Code.:

Synonyms:(6S)-N-1-(tert-butoxycarbonyl)-3-[(Z)-propylidene]-6-isopropyl-5-phenyl-1,2,3,6-tetrahydro-2-pyrazinone

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Chemical Property of (6S)-N-1-(tert-butoxycarbonyl)-3-[(Z)-propylidene]-6-isopropyl-5-phenyl-1,2,3,6-tetrahydro-2-pyrazinone

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Technology Process of (6S)-N-1-(tert-butoxycarbonyl)-3-[(Z)-propylidene]-6-isopropyl-5-phenyl-1,2,3,6-tetrahydro-2-pyrazinone

There total 7 articles about (6S)-N-1-(tert-butoxycarbonyl)-3-[(Z)-propylidene]-6-isopropyl-5-phenyl-1,2,3,6-tetrahydro-2-pyrazinone 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: 86.0%

: 123-38-6
propionaldehyde

: 281194-62-5
(6S)-N-1-(tert-butoxycarbonyl)-5-phenyl-6-isopropyl-1,2,3,6-tetrahydro-2-pyrazinone

: 281194-65-8
(6S)-N-1-(tert-butoxycarbonyl)-3-[(Z)-propylidene]-6-isopropyl-5-phenyl-1,2,3,6-tetrahydro-2-pyrazinone

Guidance literature:: With tetrabutylammomium bromide; potassium carbonate; In acetonitrile; at 20 ℃; for 20h;
DOI:10.1016/S0957-4166(00)00023-9

Reference yield:

: 281194-61-4
(6S)-6-isopropyl-5-phenyl-1,2,3,6-tetrahydro-2-pyrazinone

: 281194-65-8
(6S)-N-1-(tert-butoxycarbonyl)-3-[(Z)-propylidene]-6-isopropyl-5-phenyl-1,2,3,6-tetrahydro-2-pyrazinone

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / 4-dimethylaminopyridine / tetrahydrofuran / 1.5 h / 0 °C

2: 86 percent / K₂CO₃; Bu₄NBr / CH₂Cl₂ / 20 h / 20 °C

With dmap; tetrabutylammomium bromide; potassium carbonate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)00553-1

Reference yield:

: (2S)-2-tert-butoxycarbonylamino-3-methyl-1-phenyl-1-butanone hydrochloride

: 281194-65-8
(6S)-N-1-(tert-butoxycarbonyl)-3-[(Z)-propylidene]-6-isopropyl-5-phenyl-1,2,3,6-tetrahydro-2-pyrazinone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / Et₃N / 3 h / 20 °C

2.1: HCl / ethyl acetate / 1 h

2.2: 90 percent / aq. K₂CO₃

3.1: 89 percent / 4-dimethylaminopyridine / tetrahydrofuran / 1.5 h / 0 °C

4.1: 86 percent / K₂CO₃; Bu₄NBr / CH₂Cl₂ / 20 h / 20 °C

With hydrogenchloride; dmap; tetrabutylammomium bromide; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4020(01)00553-1