(+)-(5R,6S)-1-benzyl-6-(t-butyldimethylsilyloxymethyl)-5-(1-naphthyl)-5,6-dihydro-1H-pyrazin-2-one

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Chemical Name:(+)-(5R,6S)-1-benzyl-6-(t-butyldimethylsilyloxymethyl)-5-(1-naphthyl)-5,6-dihydro-1H-pyrazin-2-one
CAS No.:878557-00-7
Molecular Formula:C₂₈H₃₄N₂O₂Si
Molecular Weight:458.676
Hs Code.:

Synonyms:(+)-(5R,6S)-1-benzyl-6-(t-butyldimethylsilyloxymethyl)-5-(1-naphthyl)-5,6-dihydro-1H-pyrazin-2-one

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Chemical Property of (+)-(5R,6S)-1-benzyl-6-(t-butyldimethylsilyloxymethyl)-5-(1-naphthyl)-5,6-dihydro-1H-pyrazin-2-one

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Technology Process of (+)-(5R,6S)-1-benzyl-6-(t-butyldimethylsilyloxymethyl)-5-(1-naphthyl)-5,6-dihydro-1H-pyrazin-2-one

There total 6 articles about (+)-(5R,6S)-1-benzyl-6-(t-butyldimethylsilyloxymethyl)-5-(1-naphthyl)-5,6-dihydro-1H-pyrazin-2-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: 73.0%

: 878556-96-8
(-)-(5R,6S,S_S)-1-benzyl-6-[(t-butyldimethylsilyloxy)methyl]-5-(1-naphthyl)-4-(p-tolylsulfinyl)piperazin-2-one

: 878557-00-7
(+)-(5R,6S)-1-benzyl-6-(t-butyldimethylsilyloxymethyl)-5-(1-naphthyl)-5,6-dihydro-1H-pyrazin-2-one

Guidance literature:: With sodium hydride; In tetrahydrofuran; Heating;
DOI:10.1021/jo052077h

Reference yield:

: 878556-85-5
(-)-(2S,3R,S_S)-2-(benzylamino)-3-(1-naphthyl)-3-(p-tolylsulfinylamino)propan-1-ol

: 878557-00-7
(+)-(5R,6S)-1-benzyl-6-(t-butyldimethylsilyloxymethyl)-5-(1-naphthyl)-5,6-dihydro-1H-pyrazin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / imidazole; DMAP / CH₂Cl₂ / 3 h / 20 °C

2: 90 percent / aq. NaHCO₃ / ethyl acetate / 6 h / 0 - 20 °C

3: 74 percent / Cs₂CO₃ / dimethylformamide / 4.5 h / 65 °C

4: 73 percent / NaH / tetrahydrofuran / Heating

With 1H-imidazole; dmap; sodium hydride; sodium hydrogencarbonate; caesium carbonate; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo052077h

Reference yield:

: 878556-89-9
(-)-(1R,2S,S_S)-N-[2-benzylamino-3-(t-butyldimethylsilyloxy)-1-(1-naphthyl)prop-1-yl]-p-tolylsulfinamide

: 878557-00-7
(+)-(5R,6S)-1-benzyl-6-(t-butyldimethylsilyloxymethyl)-5-(1-naphthyl)-5,6-dihydro-1H-pyrazin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / aq. NaHCO₃ / ethyl acetate / 6 h / 0 - 20 °C

2: 74 percent / Cs₂CO₃ / dimethylformamide / 4.5 h / 65 °C

3: 73 percent / NaH / tetrahydrofuran / Heating

With sodium hydride; sodium hydrogencarbonate; caesium carbonate; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo052077h