Technology Process of 3-[7-benzyloxy-3-methyl-1-(toluene-4-sulfonyl)-5-triisopropylsilanyloxy-1H-indol-4-yl]-2-hydroxy-propionitrile
There total 13 articles about 3-[7-benzyloxy-3-methyl-1-(toluene-4-sulfonyl)-5-triisopropylsilanyloxy-1H-indol-4-yl]-2-hydroxy-propionitrile 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:
-
Multi-step reaction with 9 steps
1: 84 percent / pyridine / CH2Cl2 / 4 h / 20 °C
2: 96 percent / sodium periodate on silica gel / CH2Cl2 / 4 h
3: CH2Cl2 / 15 h / 20 °C
4: 3.08 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH2Cl2 / 0.33 h / 0 °C
5: 94 percent / sodium hydride / tetrahydrofuran / 0 - 20 °C
6: osmium tetroxide; N-methylmorpholine N-oxide / tetrahydrofuran; H2O
7: sodium periodate on silica gel / CH2Cl2 / 2 h
8: 3.00 g / sulfuric acid / tetrahydrofuran / 5 h
9: triethylamine / CH2Cl2 / 2 h
With
pyridine; sodium periodate; osmium(VIII) oxide; sulfuric acid; sodium hydride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine;
In
tetrahydrofuran; dichloromethane; water;
3: Diels-Alder reaction;
DOI:10.1021/jo062064j
- Guidance literature:
-
Multi-step reaction with 10 steps
1: sodium borohydride; nickel(II) chloride hexahydrate / tetrahydrofuran; methanol
2: 84 percent / pyridine / CH2Cl2 / 4 h / 20 °C
3: 96 percent / sodium periodate on silica gel / CH2Cl2 / 4 h
4: CH2Cl2 / 15 h / 20 °C
5: 3.08 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH2Cl2 / 0.33 h / 0 °C
6: 94 percent / sodium hydride / tetrahydrofuran / 0 - 20 °C
7: osmium tetroxide; N-methylmorpholine N-oxide / tetrahydrofuran; H2O
8: sodium periodate on silica gel / CH2Cl2 / 2 h
9: 3.00 g / sulfuric acid / tetrahydrofuran / 5 h
10: triethylamine / CH2Cl2 / 2 h
With
pyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; sulfuric acid; sodium hydride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; nickel dichloride;
In
tetrahydrofuran; methanol; dichloromethane; water;
4: Diels-Alder reaction;
DOI:10.1021/jo062064j
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 96 percent / sodium periodate on silica gel / CH2Cl2 / 4 h
2: CH2Cl2 / 15 h / 20 °C
3: 3.08 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH2Cl2 / 0.33 h / 0 °C
4: 94 percent / sodium hydride / tetrahydrofuran / 0 - 20 °C
5: osmium tetroxide; N-methylmorpholine N-oxide / tetrahydrofuran; H2O
6: sodium periodate on silica gel / CH2Cl2 / 2 h
7: 3.00 g / sulfuric acid / tetrahydrofuran / 5 h
8: triethylamine / CH2Cl2 / 2 h
With
sodium periodate; osmium(VIII) oxide; sulfuric acid; sodium hydride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine;
In
tetrahydrofuran; dichloromethane; water;
2: Diels-Alder reaction;
DOI:10.1021/jo062064j
