tert-butyl 4-((7S,8S)-8-(4-fluorobenzamido)-7-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-3-oxopiperazine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-((7S,8S)-8-(4-fluorobenzamido)-7-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-3-oxopiperazine-1-carboxylate
CAS No.:1373215-38-3
Molecular Formula:C₂₆H₃₀FN₃O₅
Molecular Weight:483.54
Hs Code.:

Synonyms:tert-butyl 4-((7S,8S)-8-(4-fluorobenzamido)-7-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-3-oxopiperazine-1-carboxylate

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Chemical Property of tert-butyl 4-((7S,8S)-8-(4-fluorobenzamido)-7-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-3-oxopiperazine-1-carboxylate

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Technology Process of tert-butyl 4-((7S,8S)-8-(4-fluorobenzamido)-7-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-3-oxopiperazine-1-carboxylate

There total 6 articles about tert-butyl 4-((7S,8S)-8-(4-fluorobenzamido)-7-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-3-oxopiperazine-1-carboxylate 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: 80.0%

: 1373215-33-8
N-((1S,2S)-7-bromo-2-hydroxy-1,2,3,4-tetrahydronaphthalen-1-yl)-4-fluorobenzamide

: 76003-29-7
4-(t-butyloxycarbonyl)piperazin-2-one

: 1373215-38-3
tert-butyl 4-((7S,8S)-8-(4-fluorobenzamido)-7-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-3-oxopiperazine-1-carboxylate

Guidance literature:: With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In toluene; at 110 ℃; for 17h; Inert atmosphere;
DOI:10.1021/ml500283g

Reference yield:

: (+/-)-trans-1-amino-7-bromo-1,2,3,4-tetrahydronaphthalen-2-ol

: 1373215-38-3
tert-butyl 4-((7S,8S)-8-(4-fluorobenzamido)-7-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-3-oxopiperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: water; acetonitrile / 0.5 h / 77 °C / Inert atmosphere; Resolution of racemate

2: sodium hydrogencarbonate / water; tetrahydrofuran / 1 h / 0 - 5 °C

3: potassium carbonate; copper(l) iodide; N,N`-dimethylethylenediamine / toluene / 17 h / 110 °C / Inert atmosphere

With copper(l) iodide; sodium hydrogencarbonate; potassium carbonate; N,N`-dimethylethylenediamine; In tetrahydrofuran; water; toluene; acetonitrile;
DOI:10.1021/ml500283g

Reference yield:

: 75693-17-3
bromo-7 dihydro-3,4 naphthalene

: 1373215-38-3
tert-butyl 4-((7S,8S)-8-(4-fluorobenzamido)-7-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-3-oxopiperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / water; dichloromethane / 4 h / 0 - 20 °C

2: ammonia / methanol; tetrahydrofuran / 72 h / 70 °C / Sealed tube

3: water; acetonitrile / 0.5 h / 77 °C / Inert atmosphere; Resolution of racemate

4: sodium hydrogencarbonate / water; tetrahydrofuran / 1 h / 0 - 5 °C

5: potassium carbonate; copper(l) iodide; N,N`-dimethylethylenediamine / toluene / 17 h / 110 °C / Inert atmosphere

With copper(l) iodide; ammonia; sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; N,N`-dimethylethylenediamine; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/ml500283g