Technology Process of Pyrrolidine, 1-butyl-4-(1,1-dimethylethyl)-2-ethyl-, (2R,4S)-rel- (9CI)
There total 16 articles about Pyrrolidine, 1-butyl-4-(1,1-dimethylethyl)-2-ethyl-, (2R,4S)-rel- (9CI) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
boron trifluoride diethyl etherate; tri-n-butyl-tin hydride;
In
benzene-d6;
at 20 ℃;
UV-irradiation;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: KHMDS / tetrahydrofuran / 0.5 h / 0 °C
1.2: 56 percent / tetrahydrofuran / 16 h / -78 - 20 °C
2.1: 80 percent / LiAlH4 / diethyl ether / 18 h / 0 - 20 °C
3.1: 83 percent / DIPEA / CH2Cl2
4.1: 75 percent / Heating
5.1: 34 percent / NCS / CH2Cl2 / 0.5 h / -30 °C
6.1: 93 percent / BF3*Et2O; TiCl3 / CH2Cl2 / 0.5 h / -78 °C
7.1: 93 percent / BF3*Et2O; Bu3SnH / benzene-d6 / 20 °C / UV-irradiation
With
N-chloro-succinimide; lithium aluminium tetrahydride; titanium(III) chloride; boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; potassium hexamethylsilazane; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; benzene-d6;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 99 percent / TEA; pyridine / CH2Cl2 / 18 h / 0 - 20 °C
2.1: 90 percent / aq. OsO4; NMO / 2-methyl-propan-2-ol; tetrahydrofuran / 1.5 h / 20 °C
3.1: 85 percent / NaIO4; aq. NaHCO3 / tetrahydrofuran / 4.5 h / 20 °C
4.1: KHMDS / tetrahydrofuran / 1.5 h / 20 °C
4.2: 80 percent / tetrahydrofuran / 1.5 h / -20 - 20 °C
5.1: 86 percent / TBAF / tetrahydrofuran / 20 °C
6.1: 88 percent / TEA / CH2Cl2
7.1: 98 percent / Heating
8.1: 82 percent / NCS / CH2Cl2 / 0.5 h / -30 °C
9.1: 100 percent / BF3*Et2O; TiCl3 / CH2Cl2 / 0.5 h / -78 °C
10.1: 93 percent / BF3*Et2O; Bu3SnH / benzene-d6 / 20 °C / UV-irradiation
With
pyridine; sodium periodate; N-chloro-succinimide; osmium(VIII) oxide; N-methyl-2-indolinone; titanium(III) chloride; TEA; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; potassium hexamethylsilazane; sodium hydrogencarbonate;
In
tetrahydrofuran; dichloromethane; benzene-d6; tert-butyl alcohol;