1-(tert-butoxycarbonylamino)-4-bromo-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one

Base Information

Chemical Name:1-(tert-butoxycarbonylamino)-4-bromo-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one
CAS No.:1257872-22-2
Molecular Formula:C₂₄H₂₇BrN₂O₅
Molecular Weight:503.393
Hs Code.:

Synonyms:1-(tert-butoxycarbonylamino)-4-bromo-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one

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Chemical Property of 1-(tert-butoxycarbonylamino)-4-bromo-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one

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Technology Process of 1-(tert-butoxycarbonylamino)-4-bromo-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one

There total 5 articles about 1-(tert-butoxycarbonylamino)-4-bromo-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one 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: 92.0%

: 1257872-33-5
1-(tert-butoxycarbonylamino)-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one

: 1257872-22-2
1-(tert-butoxycarbonylamino)-4-bromo-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one

Guidance literature:: With N-Bromosuccinimide; In acetonitrile; at 50 ℃; for 4h;
DOI:10.1016/j.tet.2010.09.005

Reference yield: 80.0%

: rac-cis-4-bromo-1-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-ol

: 1257872-22-2
1-(tert-butoxycarbonylamino)-4-bromo-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2012.05.121

Reference yield:

: 1385026-33-4
1-tert-butoxycarbonylamino-4-bromo-5,6,8,9-tetrahydro-benzocyclohepten-7-one

: 1257872-22-2
1-(tert-butoxycarbonylamino)-4-bromo-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: t-butyldimethylsiyl triflate; triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 0 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1 h / -78 - -30 °C

3.2: 0.5 h / -30 °C

4.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

With t-butyldimethylsiyl triflate; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.tet.2012.05.121