methyl 1-(tert-butoxycarbonyl)-7-[4-(N-morpholino)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate

Base Information

Chemical Name:methyl 1-(tert-butoxycarbonyl)-7-[4-(N-morpholino)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate
CAS No.:313724-66-2
Molecular Formula:C₂₇H₃₂N₂O₅
Molecular Weight:464.561
Hs Code.:

Synonyms:methyl 1-(tert-butoxycarbonyl)-7-[4-(N-morpholino)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate

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Chemical Property of methyl 1-(tert-butoxycarbonyl)-7-[4-(N-morpholino)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate

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Technology Process of methyl 1-(tert-butoxycarbonyl)-7-[4-(N-morpholino)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate

There total 11 articles about methyl 1-(tert-butoxycarbonyl)-7-[4-(N-morpholino)phenyl]-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: 82.0%

: 186498-02-2
4-(4-morpholinyl)phenylboronic acid

: 313724-37-7
methyl 7-bromo-1-(tert-butoxycarbonyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate

: 313724-66-2
methyl 1-(tert-butoxycarbonyl)-7-[4-(N-morpholino)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; toluene; Heating;
DOI:10.1248/cpb.52.577

Reference yield:

: 4-morpholinophenyl borate

: 313724-37-7
methyl 7-bromo-1-(tert-butoxycarbonyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate

: 313724-66-2
methyl 1-(tert-butoxycarbonyl)-7-[4-(N-morpholino)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate

Guidance literature:: 4-morpholinophenyl borate; methyl 7-bromo-1-(tert-butoxycarbonyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate; With potassium carbonate; In ethanol; water; toluene; at 20 ℃; for 0.333333h;

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; toluene; for 12h; Heating / reflux;

Reference yield:

: 313724-31-1
methyl 7-bromo-1-(t-butoxycarbonyl)-1,2,3,4-tetrahydro-1-benzazepin-5-one-4-carboxylate

: 313724-66-2
methyl 1-(tert-butoxycarbonyl)-7-[4-(N-morpholino)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 2.53 g / 1,8-diazabicyclo[5,4,0]undec-7-ene / tetrahydrofuran / 0.17 h / Heating

4: 82 percent / aq. K₂CO₃; Pd(PPh₃)4 / toluene; ethanol / Heating

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; ethanol; toluene; 4: Suzuki coupling;
DOI:10.1248/cpb.52.577