methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate

Base Information

• Chemical Name: methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate
• CAS No.: 313729-87-2
• Molecular Formula: C₂₉H₃₇NO₄
• Molecular Weight: 463.617
• Mol file: 313729-87-2.mol

Synonyms:methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate

Chemical Property of methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate

There total 17 articles about methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate 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%

cyclobutylaldehyde (2987-17-9) + methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-2,3-dihydro-1H-1-benzazepine-4-carboxylate (313750-60-6) → methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate (313729-87-2)

Guidance literature:

With sodium triacetoxyborohydride; In 1,2-dichloro-ethane; at 20 ℃;

DOI:10.1248/cpb.52.577

Reference yield:

methyl 7-bromo-2,3-dihydro-1H-benzo[b]azepine-4-carboxylate (313724-44-6) → methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate (313729-87-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / aq. K₂CO₃; Pd(PPh₃)4 / toluene; ethanol / Heating

2: 100 percent / triacetoxyborohydride / 1,2-dichloro-ethane / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium triacetoxyborohydride; potassium carbonate; In ethanol; 1,2-dichloro-ethane; toluene; 1: Suzuki coupling;

DOI:10.1248/cpb.52.577

Reference yield:

7-bromo-1,2,3,4-tetrahydro-5H-1-benzazepin-5-one (3951-89-1) → methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate (313729-87-2)

Guidance literature:

Multi-step reaction with 8 steps

1: DMAP / tetrahydrofuran / 1.5 h / Heating

2: 3.89 g / sodium methoxide / 2.5 h / Heating

3: NaBH₄ / tetrahydrofuran; methanol / 1 h / -15 °C

4: Et₃N / tetrahydrofuran / 14 h / 20 °C

5: 2.53 g / 1,8-diazabicyclo[5,4,0]undec-7-ene / tetrahydrofuran / 0.17 h / Heating

6: 100 percent / aq. HCl / ethyl acetate / 0.5 h / 80 °C

7: 56 percent / aq. K₂CO₃; Pd(PPh₃)4 / toluene; ethanol / Heating

8: 100 percent / triacetoxyborohydride / 1,2-dichloro-ethane / 20 °C

With hydrogenchloride; dmap; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium methylate; sodium triacetoxyborohydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; ethanol; ethyl acetate; 1,2-dichloro-ethane; toluene; 7: Suzuki coupling;

DOI:10.1248/cpb.52.577

upstream raw materials:

cyclobutylaldehyde

methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-2,3-dihydro-1H-1-benzazepine-4-carboxylate

7-bromo-1,2,3,4-tetrahydro-5H-1-benzazepin-5-one

4-bromo-phenol

Downstream raw materials:

7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid

7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide