7-benzyloxycarbonylamino-4-bromo-1-phenyl-6,7-dihydro-5H-benzocycloheptene

Base Information

Chemical Name:7-benzyloxycarbonylamino-4-bromo-1-phenyl-6,7-dihydro-5H-benzocycloheptene
CAS No.:1385026-60-7
Molecular Formula:C₂₅H₂₂BrNO₂
Molecular Weight:448.359
Hs Code.:

Synonyms:7-benzyloxycarbonylamino-4-bromo-1-phenyl-6,7-dihydro-5H-benzocycloheptene

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Chemical Property of 7-benzyloxycarbonylamino-4-bromo-1-phenyl-6,7-dihydro-5H-benzocycloheptene

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Technology Process of 7-benzyloxycarbonylamino-4-bromo-1-phenyl-6,7-dihydro-5H-benzocycloheptene

There total 4 articles about 7-benzyloxycarbonylamino-4-bromo-1-phenyl-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: 91.0%

: 1385026-59-4
4-bromo-1-iodo-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene

: 98-80-6
phenylboronic acid

: 1385026-60-7
7-benzyloxycarbonylamino-4-bromo-1-phenyl-6,7-dihydro-5H-benzocycloheptene

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; at 70 ℃; for 20h; Inert atmosphere;
DOI:10.1016/j.tet.2012.05.121

Reference yield:

: dimethyl 4-bromo-1-tert-butoxycarbonylamino-7-oxo-5,6,8,9-tetrahydro-benzocycloheptene-6,8-dicarboxylate

: 1385026-60-7
7-benzyloxycarbonylamino-4-bromo-1-phenyl-6,7-dihydro-5H-benzocycloheptene

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide / water; acetonitrile / 16 h / 85 °C

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

2.2: 16 h / 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 0.75 h / 0 °C / Inert atmosphere

3.2: 0 °C / Inert atmosphere

4.1: sodium nitrite / water / 1 h / 0 °C

4.2: 2 h / 0 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 20 h / 70 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; t-butyldimethylsiyl triflate; potassium carbonate; triethylamine; trifluoroacetic acid; sodium hydroxide; sodium nitrite; In tetrahydrofuran; dichloromethane; water; acetonitrile; 4.1: Sandmeyer reaction / 4.2: Sandmeyer reaction / 5.1: Suzuki coupling;
DOI:10.1016/j.tet.2012.05.121

Reference yield:

: 1385026-51-6
4-bromo-1-tertbutoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene

: 1385026-60-7
7-benzyloxycarbonylamino-4-bromo-1-phenyl-6,7-dihydro-5H-benzocycloheptene

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / dichloromethane / 0.75 h / 0 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: sodium nitrite / water / 1 h / 0 °C

2.2: 2 h / 0 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 20 h / 70 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; trifluoroacetic acid; sodium nitrite; In tetrahydrofuran; dichloromethane; water; 2.1: Sandmeyer reaction / 2.2: Sandmeyer reaction / 3.1: Suzuki coupling;
DOI:10.1016/j.tet.2012.05.121