Technology Process of (2RS)-1'-[2-(2-methylphenyl)ethyl]-6-phenyl-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one hydrochloride
There total 17 articles about (2RS)-1'-[2-(2-methylphenyl)ethyl]-6-phenyl-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one hydrochloride 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:
- Guidance literature:
-
C24H26F3NO4S; phenylboronic acid;
With
potassium phosphate monohydrate; palladium diacetate; XPhos;
In
tetrahydrofuran;
at 80 ℃;
for 3h;
Inert atmosphere;
With
hydrogenchloride;
In
diethyl ether; water; ethyl acetate;
Cooling with ice;
DOI:10.1016/j.bmc.2017.05.012
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.5 h / -20 - -15 °C
1.2: 3 h / 20 °C
2.1: trichlorophosphate; pyridine / tetrahydrofuran; N,N-dimethyl-formamide / 27 h / 0 - 80 °C
3.1: lithium diisopropyl amide / tetrahydrofuran / 3.25 h / -78 - 20 °C / Inert atmosphere
4.1: trimethylsilyl trifluoromethanesulfonate / 18 h / 20 °C
4.2: 48 h / 130 °C
5.1: sodium hydride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C
5.2: 9 h / 120 °C
5.3: Cooling with ice
6.1: hydrogen bromide / 36 h / Reflux
7.1: pyridine / 14 h / 0 - 20 °C / Inert atmosphere
8.1: palladium diacetate; XPhos; potassium phosphate monohydrate / tetrahydrofuran / 3 h / 80 °C / Inert atmosphere
8.2: Cooling with ice
With
pyridine; potassium phosphate monohydrate; trimethylsilyl trifluoromethanesulfonate; hydrogen bromide; palladium diacetate; chloroformic acid ethyl ester; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; XPhos; trichlorophosphate;
In
tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2017.05.012
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 3.25 h / -78 - 20 °C / Inert atmosphere
2.1: trifluoroacetic acid / toluene / 4 h / 20 °C
2.2: 18 h / 120 °C
3.1: sodium hydride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C
3.2: 9 h / 120 °C
3.3: Cooling with ice
4.1: hydrogen bromide / 36 h / Reflux
5.1: pyridine / 14 h / 0 - 20 °C / Inert atmosphere
6.1: palladium diacetate; XPhos; potassium phosphate monohydrate / tetrahydrofuran / 3 h / 80 °C / Inert atmosphere
6.2: Cooling with ice
With
pyridine; potassium phosphate monohydrate; hydrogen bromide; palladium diacetate; sodium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium diisopropyl amide; XPhos;
In
tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2017.05.012
