tert-butyl (8-(4-benzyloxy)-2-oxopyridin-1(2H)-yl)-6-tosyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate

Base Information

Chemical Name:tert-butyl (8-(4-benzyloxy)-2-oxopyridin-1(2H)-yl)-6-tosyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate
CAS No.:1260494-18-5
Molecular Formula:C₃₆H₃₇N₃O₆S
Molecular Weight:639.772
Hs Code.:

Synonyms:tert-butyl (8-(4-benzyloxy)-2-oxopyridin-1(2H)-yl)-6-tosyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate

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Chemical Property of tert-butyl (8-(4-benzyloxy)-2-oxopyridin-1(2H)-yl)-6-tosyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate

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Technology Process of tert-butyl (8-(4-benzyloxy)-2-oxopyridin-1(2H)-yl)-6-tosyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate

There total 4 articles about tert-butyl (8-(4-benzyloxy)-2-oxopyridin-1(2H)-yl)-6-tosyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-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: 57.0%

: 53937-02-3
4-(benzyloxy)pyridin-2(1H)-one

: 1260494-17-4
tert-Butyl 8-bromo-6-tosyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate

: 1260494-18-5
tert-butyl (8-(4-benzyloxy)-2-oxopyridin-1(2H)-yl)-6-tosyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate

Guidance literature:: With 8-quinolinol; caesium carbonate; copper(l) iodide; In dimethyl sulfoxide; at 130 ℃; for 18h; Inert atmosphere;

Reference yield:

: 1260494-15-2
8-bromo-2,3,4,5-tetrahydroazepino[4,3-b]indol-1(6H)-one

: 1260494-18-5
tert-butyl (8-(4-benzyloxy)-2-oxopyridin-1(2H)-yl)-6-tosyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: borane-THF / tetrahydrofuran / 48 h / Reflux

1.2: 2 h / Reflux

1.3: 18 h / 20 °C

2.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / toluene; water / 18 h

3.1: caesium carbonate; 8-quinolinol / copper(l) iodide / dimethyl sulfoxide / 18 h / 130 °C / Inert atmosphere

With 8-quinolinol; borane-THF; tetra(n-butyl)ammonium hydrogensulfate; caesium carbonate; sodium hydroxide; copper(l) iodide; In tetrahydrofuran; water; dimethyl sulfoxide; toluene;

Reference yield:

: 1260494-14-1
7-bromo-2,3-dihydro-1H-carbazol-4(9H)-one oxime

: 1260494-18-5
tert-butyl (8-(4-benzyloxy)-2-oxopyridin-1(2H)-yl)-6-tosyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: diphenyl phosphoryl azide / 4.5 h / 100 °C

2.1: borane-THF / tetrahydrofuran / 48 h / Reflux

2.2: 2 h / Reflux

2.3: 18 h / 20 °C

3.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / toluene; water / 18 h

4.1: caesium carbonate; 8-quinolinol / copper(l) iodide / dimethyl sulfoxide / 18 h / 130 °C / Inert atmosphere

With 8-quinolinol; borane-THF; diphenyl phosphoryl azide; tetra(n-butyl)ammonium hydrogensulfate; caesium carbonate; sodium hydroxide; copper(l) iodide; In tetrahydrofuran; water; dimethyl sulfoxide; toluene;