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

Base Information

Chemical Name:1-tert-butoxycarbonylamino-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-benzocyclohepten-6-one
CAS No.:1385026-56-1
Molecular Formula:C₃₀H₃₂N₂O₅
Molecular Weight:500.594
Hs Code.:

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

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

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

There total 5 articles about 1-tert-butoxycarbonylamino-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: 82.0%

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

: 98-80-6
phenylboronic acid

: 1385026-56-1
1-tert-butoxycarbonylamino-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-benzocyclohepten-6-one

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,2-dimethoxyethane; water; for 5h; Inert atmosphere; Reflux;
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

: 1385026-56-1
1-tert-butoxycarbonylamino-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-benzocyclohepten-6-one

Guidance literature:: Multi-step reaction with 6 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: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 0 °C / Inert atmosphere

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

4.2: 0.5 h / -30 °C

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

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

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; t-butyldimethylsiyl triflate; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; toluene; acetonitrile; 6.1: Suzuki coupling;
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

: 1385026-56-1
1-tert-butoxycarbonylamino-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-benzocyclohepten-6-one

Guidance literature:: Multi-step reaction with 4 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

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