(+)-(1R,4S)-4-benzyl-1-hydroxy-2-methyl-1-phenyl-2,4-dihydro-(1H)-pyrazino[2,1-b]quinazoline-3,6-dione

Base Information

Chemical Name:(+)-(1R,4S)-4-benzyl-1-hydroxy-2-methyl-1-phenyl-2,4-dihydro-(1H)-pyrazino[2,1-b]quinazoline-3,6-dione
CAS No.:478659-51-7
Molecular Formula:C₂₅H₂₁N₃O₃
Molecular Weight:411.46
Hs Code.:

Synonyms:(+)-(1R,4S)-4-benzyl-1-hydroxy-2-methyl-1-phenyl-2,4-dihydro-(1H)-pyrazino[2,1-b]quinazoline-3,6-dione

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Chemical Property of (+)-(1R,4S)-4-benzyl-1-hydroxy-2-methyl-1-phenyl-2,4-dihydro-(1H)-pyrazino[2,1-b]quinazoline-3,6-dione

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Technology Process of (+)-(1R,4S)-4-benzyl-1-hydroxy-2-methyl-1-phenyl-2,4-dihydro-(1H)-pyrazino[2,1-b]quinazoline-3,6-dione

There total 6 articles about (+)-(1R,4S)-4-benzyl-1-hydroxy-2-methyl-1-phenyl-2,4-dihydro-(1H)-pyrazino[2,1-b]quinazoline-3,6-dione 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: 84.0%

: phenylmagnesium bromide

: 478659-48-2
(+)-(4S)-4-benzyl-2-methyl-2,4-dihydropyrazino[2,1-b]quinazoline-1,3,6-trione

: 478659-51-7
(+)-(1R,4S)-4-benzyl-1-hydroxy-2-methyl-1-phenyl-2,4-dihydro-(1H)-pyrazino[2,1-b]quinazoline-3,6-dione

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1016/S0040-4020(02)00619-1

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 478659-51-7
(+)-(1R,4S)-4-benzyl-1-hydroxy-2-methyl-1-phenyl-2,4-dihydro-(1H)-pyrazino[2,1-b]quinazoline-3,6-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide / CH₂Cl₂ / 20 °C

2: 80 percent / 4 h / 200 °C

3: 60 percent / sodium carbonate / CH₂Cl₂ / 20 °C

4: 97 percent / 3 h / 120 °C

5: 60 percent / pyridinium chlorochromate / CH₂Cl₂ / 20 °C

6: 84 percent / tetrahydrofuran / 3 h / -78 °C

With sodium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(02)00619-1

Reference yield:

: 59017-01-5
(-)-(3S)-3-benzyl-1-methyl-2,5-piperazinedione

: 478659-51-7
(+)-(1R,4S)-4-benzyl-1-hydroxy-2-methyl-1-phenyl-2,4-dihydro-(1H)-pyrazino[2,1-b]quinazoline-3,6-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / sodium carbonate / CH₂Cl₂ / 20 °C

2: 97 percent / 3 h / 120 °C

3: 60 percent / pyridinium chlorochromate / CH₂Cl₂ / 20 °C

4: 84 percent / tetrahydrofuran / 3 h / -78 °C

With sodium carbonate; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(02)00619-1