(+)-tert-butyl 1-(2-oxo-2-phenylethyl)-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carboxylate

Base Information

Chemical Name:(+)-tert-butyl 1-(2-oxo-2-phenylethyl)-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carboxylate
CAS No.:1402830-69-6
Molecular Formula:C₂₃H₂₇NO₃
Molecular Weight:365.472
Hs Code.:

Synonyms:(+)-tert-butyl 1-(2-oxo-2-phenylethyl)-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carboxylate

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Chemical Property of (+)-tert-butyl 1-(2-oxo-2-phenylethyl)-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carboxylate

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Technology Process of (+)-tert-butyl 1-(2-oxo-2-phenylethyl)-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carboxylate

There total 8 articles about (+)-tert-butyl 1-(2-oxo-2-phenylethyl)-4,5-dihydro-1H-benzo[c]azepine-2(3H)-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: 52.0%

: C₁₅H₂₁NO₃

: 98-86-2
acetophenone

: 1402830-69-6
(+)-tert-butyl 1-(2-oxo-2-phenylethyl)-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carboxylate

Guidance literature:: With (R)-DTBM-segphos; mesitylcopper(I); caesium carbonate; In tert-butyl methyl ether; at 50 ℃; for 48h; Time; Concentration; enantioselective reaction;
DOI:10.1021/ja308872z DOI:10.1021/ja308872z

Reference yield:

: C₁₅H₂₁NO₃

: 98-86-2
acetophenone

: 1402830-69-6
(+)-tert-butyl 1-(2-oxo-2-phenylethyl)-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carboxylate

: tert-butyl 1-(2-oxo-2-phenylethyl)-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carboxylate

Guidance literature:: With (R)-DTBM-segphos; mesitylcopper(I); In tert-butyl methyl ether; at 50 ℃; for 48h; Time; Concentration; Overall yield = 52 %; enantioselective reaction;
DOI:10.1021/ja308872z DOI:10.1021/ja308872z

Reference yield:

: 6729-50-6
2,3,4,5-tetrahydro-1H-2-benzazepin-1-one

: 1402830-69-6
(+)-tert-butyl 1-(2-oxo-2-phenylethyl)-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; triethylamine / dichloromethane / 48 h / 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

3: (R)-DTBM-segphos; mesitylcopper(I); caesium carbonate / tert-butyl methyl ether / 48 h / 50 °C

With dmap; (R)-DTBM-segphos; mesitylcopper(I); diisobutylaluminium hydride; caesium carbonate; triethylamine; In tetrahydrofuran; hexane; dichloromethane; tert-butyl methyl ether;
DOI:10.1021/ja308872z DOI:10.1021/ja308872z