4-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene

Base Information

Chemical Name:4-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene
CAS No.:1385026-48-1
Molecular Formula:C₂₄H₂₈N₂O₄
Molecular Weight:408.497
Hs Code.:

Synonyms:4-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene

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Chemical Property of 4-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene

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Technology Process of 4-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene

There total 6 articles about 4-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene 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:

: 1385026-32-3
1-tert-butoxycarbonylamino-5,6,8,9-tetrahydro-benzocyclohepten-7-one

: 501-53-1,94274-21-2
benzyl chloroformate

: 1385026-48-1
4-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene

: 1385026-49-2
1-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene

Guidance literature:: 1-tert-butoxycarbonylamino-5,6,8,9-tetrahydro-benzocyclohepten-7-one; With t-butyldimethylsiyl triflate; triethylamine; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

With N-Bromosuccinimide; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

benzyl chloroformate; regioselective reaction; Further stages;
DOI:10.1016/j.tet.2012.05.121

Reference yield:

: dimethyl 1-tert-butoxycarbonylamino-7-oxo-5,6,8,9-tetrahydrobenzocycloheptene-6,8-dicarboxylate

: 1385026-48-1
4-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene

: 1385026-49-2
1-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene

Guidance literature:: Multi-step reaction with 2 steps

1.1: water; sodium hydroxide / acetonitrile / 2 h / 85 °C

2.1: t-butyldimethylsiyl triflate; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C / Inert atmosphere

With t-butyldimethylsiyl triflate; water; triethylamine; sodium hydroxide; In dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2012.05.121

Reference yield:

: 1385026-25-4
N-tert-butyloxycarbonyl-2,3-bis(bromomethyl)aniline

: 1385026-48-1
4-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene

: 1385026-49-2
1-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutylammomium bromide; sodium hydrogencarbonate / dichloromethane; water / 40 °C / Inert atmosphere

2.1: water; sodium hydroxide / acetonitrile / 2 h / 85 °C

3.1: t-butyldimethylsiyl triflate; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.2: 2 h / 0 - 20 °C / Inert atmosphere

With t-butyldimethylsiyl triflate; tetrabutylammomium bromide; water; sodium hydrogencarbonate; triethylamine; sodium hydroxide; In dichloromethane; water; acetonitrile;
DOI:10.1016/j.tet.2012.05.121