Technology Process of (3R,4R,5S,8R,9R,10R)-8-(tert-Butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-3,5,9,11-tetramethyl-4-triethylsilanyloxy-dodec-1-en-6-one
There total 9 articles about (3R,4R,5S,8R,9R,10R)-8-(tert-Butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-3,5,9,11-tetramethyl-4-triethylsilanyloxy-dodec-1-en-6-one 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:
-
With
2,6-dimethylpyridine;
In
dichloromethane;
at -78 ℃;
for 0.5h;
DOI:10.1021/jo016413f
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: tributylborane; acetic acid / tetrahydrofuran / 1.5 h / 23 °C
1.2: lithium borohydride / tetrahydrofuran / 1 h / 0 °C
1.3: 85 percent / H2O2 / tetrahydrofuran; H2O / 1 h / 0 °C / pH 7
2.1: 81 percent / pyridine / 4 h / 23 °C
3.1: 66 percent / lithium aluminum hydride / diethyl ether / -25 °C
4.1: sodium hydride / dimethylsulfoxide; tetrahydrofuran / 0.5 h / 23 °C
4.2: 86 percent / tetrahydrofuran; dimethylsulfoxide / 23 °C
5.1: N-methylmorpholine N-oxide / osmium tetroxide / acetone; tetrahydrofuran; H2O / 3 h / 23 °C / pH 7.0
6.1: aq. NaIO4 / tetrahydrofuran; H2O / 23 °C / pH 7.0
7.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C
7.2: 57 percent / tetrahydrofuran / 0.03 h / -78 °C
8.1: 85 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -78 °C
With
pyridine; 2,6-dimethylpyridine; sodium periodate; lithium aluminium tetrahydride; tributyl borane; sodium hydride; acetic acid; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane;
osmium(VIII) oxide;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide; acetone;
DOI:10.1021/jo016413f
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydride / dimethylsulfoxide; tetrahydrofuran / 0.5 h / 23 °C
1.2: 86 percent / tetrahydrofuran; dimethylsulfoxide / 23 °C
2.1: N-methylmorpholine N-oxide / osmium tetroxide / acetone; tetrahydrofuran; H2O / 3 h / 23 °C / pH 7.0
3.1: aq. NaIO4 / tetrahydrofuran; H2O / 23 °C / pH 7.0
4.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C
4.2: 57 percent / tetrahydrofuran / 0.03 h / -78 °C
5.1: 85 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -78 °C
With
2,6-dimethylpyridine; sodium periodate; sodium hydride; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane;
osmium(VIII) oxide;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; acetone;
DOI:10.1021/jo016413f
