Technology Process of (4R,5R,6R)-4-Isopropyl-1-methyl-6-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-5-triethylsilanyloxymethyl-cyclohexene
There total 15 articles about (4R,5R,6R)-4-Isopropyl-1-methyl-6-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-5-triethylsilanyloxymethyl-cyclohexene 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 13 steps
1: H2O2, NaOH / methanol / 2 h / 0 °C
2: H2 / PtO2 / ethanol / 12 h / 25 °C
3: 1.) LDA / 2.) THF, from -78 to 0 deg C, 2 h
4: Et3N / CH2Cl2 / 12 h
5: 93 percent / L-selectride / tetrahydrofuran / 2 h / -78 °C
6: Et3N / CH2Cl2 / 0.5 h / 0 °C
7: sodium naphthalenide / tetrahydrofuran / 0.5 h / 0 °C
8: 74 percent / propionic acid / 72 h / 170 °C
9: 97 percent / DIBAL / CH2Cl2 / 0.5 h / -78 °C
10: 1.) t-BuLi, 3.) conc. H2SO4
11: tetrahydrofuran / 6 h / -78 °C
12: 100 percent / TBAF / tetrahydrofuran / 1 h / 0 - 25 °C
13: 100 percent / Et3N / CH2Cl2 / 2 h / 25 °C
With
sodium hydroxide; sulfuric acid; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; tert.-butyl lithium; L-Selectride; sodium naphthalenide; diisobutylaluminium hydride; propionic acid; triethylamine; lithium diisopropyl amide;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/ja981062g
- Guidance literature:
-
Multi-step reaction with 12 steps
1: H2 / PtO2 / ethanol / 12 h / 25 °C
2: 1.) LDA / 2.) THF, from -78 to 0 deg C, 2 h
3: Et3N / CH2Cl2 / 12 h
4: 93 percent / L-selectride / tetrahydrofuran / 2 h / -78 °C
5: Et3N / CH2Cl2 / 0.5 h / 0 °C
6: sodium naphthalenide / tetrahydrofuran / 0.5 h / 0 °C
7: 74 percent / propionic acid / 72 h / 170 °C
8: 97 percent / DIBAL / CH2Cl2 / 0.5 h / -78 °C
9: 1.) t-BuLi, 3.) conc. H2SO4
10: tetrahydrofuran / 6 h / -78 °C
11: 100 percent / TBAF / tetrahydrofuran / 1 h / 0 - 25 °C
12: 100 percent / Et3N / CH2Cl2 / 2 h / 25 °C
With
sulfuric acid; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; L-Selectride; sodium naphthalenide; diisobutylaluminium hydride; propionic acid; triethylamine; lithium diisopropyl amide;
platinum(IV) oxide;
In
tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja981062g
