(1RS,4SR,5RS,7SR)-4,7-Diphenyl-3,6-diazabicyclo<3.2.1>oct-2-en-2,5-dicarbonsaeure-dimethylester

Base Information

• Chemical Name: (1RS,4SR,5RS,7SR)-4,7-Diphenyl-3,6-diazabicyclo<3.2.1>oct-2-en-2,5-dicarbonsaeure-dimethylester
• CAS No.: 119072-24-1
• Molecular Formula: C₂₂H₂₂N₂O₄
• Molecular Weight: 378.428
• Mol file: 119072-24-1.mol

Synonyms:(1RS,4SR,5RS,7SR)-4,7-Diphenyl-3,6-diazabicyclo<3.2.1>oct-2-en-2,5-dicarbonsaeure-dimethylester

Chemical Property of (1RS,4SR,5RS,7SR)-4,7-Diphenyl-3,6-diazabicyclo<3.2.1>oct-2-en-2,5-dicarbonsaeure-dimethylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1RS,4SR,5RS,7SR)-4,7-Diphenyl-3,6-diazabicyclo<3.2.1>oct-2-en-2,5-dicarbonsaeure-dimethylester

There total 3 articles about (1RS,4SR,5RS,7SR)-4,7-Diphenyl-3,6-diazabicyclo<3.2.1>oct-2-en-2,5-dicarbonsaeure-dimethylester 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: 100.0%

dimethyl (5SR,6RS)-5-benzylideneamino-1,4,5,6-tetrahydro-6-phenyl-2,5-pyridinedicarboxylate → (1RS,4SR,5RS,7SR)-4,7-Diphenyl-3,6-diazabicyclo<3.2.1>oct-2-en-2,5-dicarbonsaeure-dimethylester (119072-24-1)

Guidance literature:

for 432h; Ambient temperature;

DOI:10.1016/S0040-4020(01)85683-0

Reference yield: 8.0%

methyl (4R)-2-phenylthiazolidine-4-carboxylate (198991-76-3,69739-20-4) → (1RS,4SR,5RS,7SR)-4,7-Diphenyl-3,6-diazabicyclo<3.2.1>oct-2-en-2,5-dicarbonsaeure-dimethylester (119072-24-1) + dimethyl (5SR,6RS)-5-benzylideneamino-1,4,5,6-tetrahydro-6-phenyl-2,5-pyridinedicarboxylate

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; silver carbonate; In acetonitrile; 0 deg C, 2 h, RT, overnight;

DOI:10.1016/S0040-4020(01)85683-0

Reference yield:

N-Benzyliden-L-serin-methylester (40216-75-9) → (1RS,4SR,5RS,7SR)-4,7-Diphenyl-3,6-diazabicyclo<3.2.1>oct-2-en-2,5-dicarbonsaeure-dimethylester (119072-24-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N'-carbodiimidazole, triethylamine / diethyl ether; tetrahydrofuran; pentane

2: diethyl ether; tetrahydrofuran; pentane / 336 h / Ambient temperature

With triethylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; diethyl ether; pentane;

upstream raw materials:

methyl (4R)-2-phenylthiazolidine-4-carboxylate

N-Benzyliden-L-serin-methylester

Downstream raw materials:

(1RS,3SR,4RS,5RS,7SR)-3,7-diphenyl-2,6-diazabicyclo<3.2.1>octane-1,5-dicarboxylic acid dimethyl ester