1-bromo-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-benzocyclohepten-6-one

Base Information

Chemical Name:1-bromo-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-benzocyclohepten-6-one
CAS No.:1385026-57-2
Molecular Formula:C₂₅H₂₂BrNO₃
Molecular Weight:464.359
Hs Code.:

Synonyms:1-bromo-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-benzocyclohepten-6-one

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Chemical Property of 1-bromo-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-benzocyclohepten-6-one

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Technology Process of 1-bromo-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-benzocyclohepten-6-one

There total 8 articles about 1-bromo-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-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: 87.0%

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

: 1385026-57-2
1-bromo-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-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:

: 1-amino-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-benzocyclohepten-6-one

: 1385026-57-2
1-bromo-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-benzocyclohepten-6-one

Guidance literature:: With tert.-butylnitrite; copper(ll) bromide; In acetonitrile; at 30 - 80 ℃; for 20h; Inert atmosphere;
DOI:10.1016/j.tet.2012.05.121

Reference yield:

: 1385026-50-5
1-bromo-4-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene

: 1385026-57-2
1-bromo-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-benzocyclohepten-6-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 0 °C / Inert atmosphere

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

2.2: 0.5 h / -30 °C

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

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 5 h / Inert atmosphere; Reflux

5.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

6.1: tert.-butylnitrite; copper(ll) bromide / acetonitrile / 20 h / 30 - 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; copper(ll) bromide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; toluene; acetonitrile; 4.1: Suzuki coupling / 6.1: Sandmeyer reaction;
DOI:10.1016/j.tet.2012.05.121