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

Base Information

• Chemical Name: (6R,1'S)-6-(tert-butoxycarbonyl)aminomethyl-1-[1'-(methoxycarbonyl)-2'-phenyl]ethyl-3-phenyltetrahydropyrimidine
• CAS No.: 943342-61-8
• Molecular Formula: C₂₆H₃₁N₃O₆
• Molecular Weight: 481.549
• Mol file: 943342-61-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about (6R,1'S)-6-(tert-butoxycarbonyl)aminomethyl-1-[1'-(methoxycarbonyl)-2'-phenyl]ethyl-3-phenyltetrahydropyrimidine 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: 77.0%

methanol (67-56-1) + (4S,9aR)-4-benzyl-2-tert-butoxycarbonyl-7-phenyl-4H-tetrahydropyrazino[1,2-f]pyrimidine-3,6,8-trione (943342-59-4) → (6R,1'S)-6-(tert-butoxycarbonyl)aminomethyl-1-[1'-(methoxycarbonyl)-2'-phenyl]ethyl-3-phenyltetrahydropyrimidine (943342-61-8)

Guidance literature:

With ammonia; at 20 ℃; for 0.166667h;

DOI:10.1055/s-2007-965962

Reference yield:

(4S,9aR)-4-benzyl-7-phenyl-4-H-tetrahydropyrazino[1,2-f]pyrimidine-3,6,8-trione (943342-56-1) → (6R,1'S)-6-(tert-butoxycarbonyl)aminomethyl-1-[1'-(methoxycarbonyl)-2'-phenyl]ethyl-3-phenyltetrahydropyrimidine (943342-61-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / Et₃N; DMAP / tetrahydrofuran / 0.25 h / 20 °C

2: 77 percent / NH₃ / 0.17 h / 20 °C

With dmap; ammonia; triethylamine; In tetrahydrofuran;

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) → (6R,1'S)-6-(tert-butoxycarbonyl)aminomethyl-1-[1'-(methoxycarbonyl)-2'-phenyl]ethyl-3-phenyltetrahydropyrimidine (943342-61-8)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 77 percent / NH₃ / 0.17 h / 20 °C

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

DOI:10.1055/s-2007-965962

upstream raw materials:

methanol

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

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

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