(+)-(3S)-3-benzyl-5-ethoxy-1-methyl-3,6-dihydro-1H-2-pyrazinone

Base Information

• Chemical Name: (+)-(3S)-3-benzyl-5-ethoxy-1-methyl-3,6-dihydro-1H-2-pyrazinone
• CAS No.: 478659-17-5
• Molecular Formula: C₁₄H₁₈N₂O₂
• Molecular Weight: 246.309
• Mol file: 478659-17-5.mol

Synonyms:(+)-(3S)-3-benzyl-5-ethoxy-1-methyl-3,6-dihydro-1H-2-pyrazinone

Chemical Property of (+)-(3S)-3-benzyl-5-ethoxy-1-methyl-3,6-dihydro-1H-2-pyrazinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(3S)-3-benzyl-5-ethoxy-1-methyl-3,6-dihydro-1H-2-pyrazinone

There total 3 articles about (+)-(3S)-3-benzyl-5-ethoxy-1-methyl-3,6-dihydro-1H-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: 60.0%

triethyloxonium fluoroborate (368-39-8) + (-)-(3S)-3-benzyl-1-methyl-2,5-piperazinedione (59017-01-5) → (+)-(3S)-3-benzyl-5-ethoxy-1-methyl-3,6-dihydro-1H-2-pyrazinone (478659-17-5)

Guidance literature:

With sodium carbonate; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4020(02)00619-1

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (+)-(3S)-3-benzyl-5-ethoxy-1-methyl-3,6-dihydro-1H-2-pyrazinone (478659-17-5)

Guidance literature:

Multi-step reaction with 3 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

With sodium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane;

DOI:10.1016/S0040-4020(02)00619-1

Reference yield:

(+)-methyl N'-(t-butyloxycarbonyl)-L-phenylalanyl-N-methylglycinate (478659-08-4) → (+)-(3S)-3-benzyl-5-ethoxy-1-methyl-3,6-dihydro-1H-2-pyrazinone (478659-17-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / 4 h / 200 °C

2: 60 percent / sodium carbonate / CH₂Cl₂ / 20 °C

With sodium carbonate; In dichloromethane;

DOI:10.1016/S0040-4020(02)00619-1

upstream raw materials:

triethyloxonium fluoroborate

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

N-tert-butoxycarbonyl-L-phenylalanine

(+)-methyl N'-(t-butyloxycarbonyl)-L-phenylalanyl-N-methylglycinate

Downstream raw materials:

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

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

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

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