(4S,9aR)-4-benzyl-2-tert-butoxycarbonyl-7-phenyl-4H-tetrahydropyrazino[1,2-f]pyrimidine-3,6,8-trione

Base Information

• Chemical Name: (4S,9aR)-4-benzyl-2-tert-butoxycarbonyl-7-phenyl-4H-tetrahydropyrazino[1,2-f]pyrimidine-3,6,8-trione
• CAS No.: 943342-59-4
• Molecular Formula: C₂₅H₂₇N₃O₅
• Molecular Weight: 449.506
• Mol file: 943342-59-4.mol

Synonyms:(4S,9aR)-4-benzyl-2-tert-butoxycarbonyl-7-phenyl-4H-tetrahydropyrazino[1,2-f]pyrimidine-3,6,8-trione

Chemical Property of (4S,9aR)-4-benzyl-2-tert-butoxycarbonyl-7-phenyl-4H-tetrahydropyrazino[1,2-f]pyrimidine-3,6,8-trione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,9aR)-4-benzyl-2-tert-butoxycarbonyl-7-phenyl-4H-tetrahydropyrazino[1,2-f]pyrimidine-3,6,8-trione

There total 4 articles about (4S,9aR)-4-benzyl-2-tert-butoxycarbonyl-7-phenyl-4H-tetrahydropyrazino[1,2-f]pyrimidine-3,6,8-trione 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: 79.0%

(4S,9aR)-4-benzyl-7-phenyl-4-H-tetrahydropyrazino[1,2-f]pyrimidine-3,6,8-trione (943342-56-1) + di-tert-butyl dicarbonate (24424-99-5) → (4S,9aR)-4-benzyl-2-tert-butoxycarbonyl-7-phenyl-4H-tetrahydropyrazino[1,2-f]pyrimidine-3,6,8-trione (943342-59-4)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; at 20 ℃; for 0.25h;

DOI:10.1055/s-2007-965962

Reference yield:

(3S,5R)-3-benzyl-5-(1'-ethoxycarbonyl)methyl-4-(N-phenyl)carbamoylpiperazin-2-one (943342-52-7) → (4S,9aR)-4-benzyl-2-tert-butoxycarbonyl-7-phenyl-4H-tetrahydropyrazino[1,2-f]pyrimidine-3,6,8-trione (943342-59-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / DBU / tetrahydrofuran / 144 h / 20 °C

2: 79 percent / Et₃N; DMAP / tetrahydrofuran / 0.25 h / 20 °C

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran;

DOI:10.1055/s-2007-965962

Reference yield:

phenyl isocyanate (103-71-9) → (4S,9aR)-4-benzyl-2-tert-butoxycarbonyl-7-phenyl-4H-tetrahydropyrazino[1,2-f]pyrimidine-3,6,8-trione (943342-59-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / tetrahydrofuran / 0.5 h / 0 °C

2: 75 percent / DBU / tetrahydrofuran / 144 h / 20 °C

3: 79 percent / Et₃N; DMAP / tetrahydrofuran / 0.25 h / 20 °C

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran;

DOI:10.1055/s-2007-965962

upstream raw materials:

(4S,9aR)-4-benzyl-7-phenyl-4-H-tetrahydropyrazino[1,2-f]pyrimidine-3,6,8-trione

di-tert-butyl dicarbonate

(3S,5R)-3-benzyl-5-(1'-ethoxycarbonyl)methyl-4-(N-phenyl)carbamoylpiperazin-2-one

phenyl isocyanate

Downstream raw materials:

(6R,1'S)-6-(tert-butoxycarbonyl)aminomethyl-1-[1'-(methoxycarbonyl)-2'-phenyl]ethyl-3-phenyltetrahydropyrimidine