Technology Process of (2S,3S)-9-tert-butyldiphenylsilyloxy-6,6-divinyl-2,3-epoxynonan-1-ol
There total 11 articles about (2S,3S)-9-tert-butyldiphenylsilyloxy-6,6-divinyl-2,3-epoxynonan-1-ol 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
tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 A molecular sieve;
titanium(IV) isopropylate;
In
dichloromethane;
at -25 - 20 ℃;
DOI:10.1021/ol034020s
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 100 percent / DIBAl-H / tetrahydrofuran; hexane / 0.5 h / 0 °C
2: 92 percent / L-(+)-DIPT; molecular sieves 4 Angstroem; TBHP / Ti(i-PrO)4 / CH2Cl2 / -25 - 20 °C
With
tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 A molecular sieve; diisobutylaluminium hydride;
titanium(IV) isopropylate;
In
tetrahydrofuran; hexane; dichloromethane;
2: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.1021/ol034020s
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 63 percent / t-BuLi / tetrahydrofuran; pentane / -78 - 20 °C
2: 96 percent / NaH / 1,2-dimethoxy-ethane; various solvent(s) / 6 h / Heating
3: 99 percent / DIBAL-H / tetrahydrofuran; hexane / 0.5 h / 0 °C
4: 81 percent / Hg(OAc)2 / 24 h / Heating
5: 81 percent / triisobutylaluminum / CH2Cl2; hexane / 1 h / 20 °C
6: 14.35 g / n-Bu3P / tetrahydrofuran / 14 h / 20 °C
7: 91 percent / H2O2 / tetrahydrofuran / 1 h / 20 °C
8: 100 percent / aq. HCl / ethanol / 2 h / 20 °C
9: (COCl)2; DMSO; Et3N / CH2Cl2 / 0.5 h / 20 °C
10: 89 percent / benzene / 5 h / Heating
11: 100 percent / DIBAl-H / tetrahydrofuran; hexane / 0.5 h / 0 °C
12: 92 percent / L-(+)-DIPT; molecular sieves 4 Angstroem; TBHP / Ti(i-PrO)4 / CH2Cl2 / -25 - 20 °C
With
hydrogenchloride; tert.-butylhydroperoxide; oxalyl dichloride; L-(+)-diisopropyl tartrate; tributylphosphine; 4 A molecular sieve; mercury(II) diacetate; dihydrogen peroxide; tert.-butyl lithium; triisobutylaluminum; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
titanium(IV) isopropylate;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; pentane; benzene;
2: Horner-Emmons reaction / 10: Wittig reaction / 12: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.1021/ol034020s
