Technology Process of 7-(2-benzyloxy-ethyl)-3,4,4a,5,6,8a-hexahydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester
There total 10 articles about 7-(2-benzyloxy-ethyl)-3,4,4a,5,6,8a-hexahydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
18-crown-6 ether; tetra-(n-butyl)ammonium iodide; sodium hydride;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 19h;
DOI:10.1016/S0040-4039(01)00404-X
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 77 percent / Et3N; DMAP / CH2Cl2 / 18 h / 0 - 20 °C
2.1: 95 percent / LiAlH4 / tetrahydrofuran / 1.5 h / 0 - 20 °C
3.1: Et3N / CH2Cl2 / 16 h / 20 °C
4.1: dimethylsulfoxide; tetrahydrofuran / 20 °C
5.1: 96 percent / Cl2(PCy3)2RuCHPh / CH2Cl2 / 20 °C
6.1: Sia2BH / tetrahydrofuran / 6 h / -10 - 4 °C
6.2: 70 percent / NaOH aq.; 30 percent H2O2 / tetrahydrofuran / 18 h / -10 - 20 °C
7.1: 92 percent / NaH; n-Bu4NI; 18-c-6 / tetrahydrofuran / 19 h / 0 - 20 °C
With
dmap; lithium aluminium tetrahydride; Grubbs catalyst first generation; 18-crown-6 ether; bis-(1,2-dimethylpropyl)borane; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(01)00404-X
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 100 percent / t-BuOK; Ph2CO / toluene / 6 h / Heating
2.1: 89 percent / t-BuOK; O2 / tetrahydrofuran / 3 h / 0 - 20 °C
3.1: 77 percent / Et3N; DMAP / CH2Cl2 / 18 h / 0 - 20 °C
4.1: 95 percent / LiAlH4 / tetrahydrofuran / 1.5 h / 0 - 20 °C
5.1: Et3N / CH2Cl2 / 16 h / 20 °C
6.1: dimethylsulfoxide; tetrahydrofuran / 20 °C
7.1: 96 percent / Cl2(PCy3)2RuCHPh / CH2Cl2 / 20 °C
8.1: Sia2BH / tetrahydrofuran / 6 h / -10 - 4 °C
8.2: 70 percent / NaOH aq.; 30 percent H2O2 / tetrahydrofuran / 18 h / -10 - 20 °C
9.1: 92 percent / NaH; n-Bu4NI; 18-c-6 / tetrahydrofuran / 19 h / 0 - 20 °C
With
dmap; lithium aluminium tetrahydride; Grubbs catalyst first generation; benzophenone; 18-crown-6 ether; potassium tert-butylate; oxygen; bis-(1,2-dimethylpropyl)borane; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1016/S0040-4039(01)00404-X
