[1,1-dimethyl-2-oxo-2-[[(3R)-2,3,4,5-tetrahydro-1-[[2'-[[[(methylamino)carbonyl]amino]methyl][1,1'-biphenyl]-4-yl]methyl]-2-oxo-1H-1-benzazepin-3-yl]amino]ethyl]carbamic acid (1,1-dimethylethyl) ester

Base Information

• Chemical Name: [1,1-dimethyl-2-oxo-2-[[(3R)-2,3,4,5-tetrahydro-1-[[2'-[[[(methylamino)carbonyl]amino]methyl][1,1'-biphenyl]-4-yl]methyl]-2-oxo-1H-1-benzazepin-3-yl]amino]ethyl]carbamic acid (1,1-dimethylethyl) ester
• CAS No.: 648424-24-2
• Molecular Formula: C₃₅H₄₃N₅O₅
• Molecular Weight: 613.757
• Mol file: 648424-24-2.mol

Synonyms:[1,1-dimethyl-2-oxo-2-[[(3R)-2,3,4,5-tetrahydro-1-[[2'-[[[(methylamino)carbonyl]amino]methyl][1,1'-biphenyl]-4-yl]methyl]-2-oxo-1H-1-benzazepin-3-yl]amino]ethyl]carbamic acid (1,1-dimethylethyl) ester

Chemical Property of [1,1-dimethyl-2-oxo-2-[[(3R)-2,3,4,5-tetrahydro-1-[[2'-[[[(methylamino)carbonyl]amino]methyl][1,1'-biphenyl]-4-yl]methyl]-2-oxo-1H-1-benzazepin-3-yl]amino]ethyl]carbamic acid (1,1-dimethylethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1,1-dimethyl-2-oxo-2-[[(3R)-2,3,4,5-tetrahydro-1-[[2'-[[[(methylamino)carbonyl]amino]methyl][1,1'-biphenyl]-4-yl]methyl]-2-oxo-1H-1-benzazepin-3-yl]amino]ethyl]carbamic acid (1,1-dimethylethyl) ester

There total 16 articles about [1,1-dimethyl-2-oxo-2-[[(3R)-2,3,4,5-tetrahydro-1-[[2'-[[[(methylamino)carbonyl]amino]methyl][1,1'-biphenyl]-4-yl]methyl]-2-oxo-1H-1-benzazepin-3-yl]amino]ethyl]carbamic acid (1,1-dimethylethyl) ester 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: 85.0%

2'-[[(methylamino)carbonyl]amino]methyl-1,1'-biphenyl-4-methanol, methanesulfonate ester (197652-42-9) + [1,1-dimethyl-2-oxo-2-[((3R)-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3-yl)amino]ethyl]carbamic acid (1,1-dimethylethyl) ester (197652-54-3) → [1,1-dimethyl-2-oxo-2-[[(3R)-2,3,4,5-tetrahydro-1-[[2'-[[[(methylamino)carbonyl]amino]methyl][1,1'-biphenyl]-4-yl]methyl]-2-oxo-1H-1-benzazepin-3-yl]amino]ethyl]carbamic acid (1,1-dimethylethyl) ester (648424-24-2)

Guidance literature:

With sodium tert-pentoxide; In N,N-dimethyl-formamide; at -20 ℃; for 10h;

DOI:10.1016/j.tetasy.2003.09.022

Reference yield:

4-bromobenzenemethanol (873-75-6) → [1,1-dimethyl-2-oxo-2-[[(3R)-2,3,4,5-tetrahydro-1-[[2'-[[[(methylamino)carbonyl]amino]methyl][1,1'-biphenyl]-4-yl]methyl]-2-oxo-1H-1-benzazepin-3-yl]amino]ethyl]carbamic acid (1,1-dimethylethyl) ester (648424-24-2)

Guidance literature:

Multi-step reaction with 10 steps

1: 100 percent Chromat_. / imidazole / dimethylformamide / 2.5 h / 22 °C

2: n-butyllithium / tetrahydrofuran; toluene; hexane / 2.5 h / -78 °C

3: 1.29 kg / HCl / ethyl acetate; H₂O / 1 h / -4 - 3 °C

4: sodium carbonate; triphenylphosphine; palladium(II) acetate / H₂O; tetrahydrofuran / 3.5 h / Heating

5: 97 percent / sodium acetate trihydrate; hydroxylamine hydrochloride / ethanol; H₂O / 4 h / 0 °C

6: 5.72 kg / NH₃; H₂ / Pd/C / methanol / 1.5 h / 22 °C / 7757.22 Torr

7: 2.9 kg / HCl / ethyl acetate; H₂O / 0.5 h / 20 °C

8: 88 percent / tetrahydrofuran / 2 h / 10 °C

9: DIEA / dimethylformamide / 1.67 h / -40 - -20 °C

10: 85 percent / sodium tert-amylate / dimethylformamide / 10 h / -20 °C

With 1H-imidazole; hydrogenchloride; n-butyllithium; hydroxylamine hydrochloride; ammonia; hydrogen; sodium acetate; palladium diacetate; sodium tert-pentoxide; sodium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 4: Suzuki coupling;

DOI:10.1016/j.tetasy.2003.09.022

Reference yield:

4-(tert-butyldimethylsiloxymethyl)bromobenzene (87736-74-1) → [1,1-dimethyl-2-oxo-2-[[(3R)-2,3,4,5-tetrahydro-1-[[2'-[[[(methylamino)carbonyl]amino]methyl][1,1'-biphenyl]-4-yl]methyl]-2-oxo-1H-1-benzazepin-3-yl]amino]ethyl]carbamic acid (1,1-dimethylethyl) ester (648424-24-2)

Guidance literature:

Multi-step reaction with 9 steps

1: n-butyllithium / tetrahydrofuran; toluene; hexane / 2.5 h / -78 °C

2: 1.29 kg / HCl / ethyl acetate; H₂O / 1 h / -4 - 3 °C

3: sodium carbonate; triphenylphosphine; palladium(II) acetate / H₂O; tetrahydrofuran / 3.5 h / Heating

4: 97 percent / sodium acetate trihydrate; hydroxylamine hydrochloride / ethanol; H₂O / 4 h / 0 °C

5: 5.72 kg / NH₃; H₂ / Pd/C / methanol / 1.5 h / 22 °C / 7757.22 Torr

6: 2.9 kg / HCl / ethyl acetate; H₂O / 0.5 h / 20 °C

7: 88 percent / tetrahydrofuran / 2 h / 10 °C

8: DIEA / dimethylformamide / 1.67 h / -40 - -20 °C

9: 85 percent / sodium tert-amylate / dimethylformamide / 10 h / -20 °C

With hydrogenchloride; n-butyllithium; hydroxylamine hydrochloride; ammonia; hydrogen; sodium acetate; palladium diacetate; sodium tert-pentoxide; sodium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 3: Suzuki coupling;

DOI:10.1016/j.tetasy.2003.09.022

upstream raw materials:

2'-[[(methylamino)carbonyl]amino]methyl-1,1'-biphenyl-4-methanol, methanesulfonate ester

[1,1-dimethyl-2-oxo-2-[((3R)-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3-yl)amino]ethyl]carbamic acid (1,1-dimethylethyl) ester

2-((4-bromobenzyl)oxy)tetrahydro-2H-pyran

4-bromobenzenemethanol

Refernces