Technology Process of (3S,5S)-7-benzyloxy-5-(tert-butyldimethylsiloxy)-3-hydroxy-6,6-dimethyl-1-phenyl-1-heptanone
There total 6 articles about (3S,5S)-7-benzyloxy-5-(tert-butyldimethylsiloxy)-3-hydroxy-6,6-dimethyl-1-phenyl-1-heptanone 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 4 steps
1: 435 mg / diisopropylethylamine / CH2Cl2 / 0.75 h / 0 °C
2: 300 mg / diisobutylaluminum hydride / CH2Cl2 / 1 h / -78 °C
3: PCC, Celite / CH2Cl2 / 5 h
4: 1.) potassium bis(trimethylsilyl)amide, water, LaLi3tris((S)-binaphthoxide) / 1.) THF, toluene, -20 deg C, 30 min, 2.) THF, toluene, -20 deg C, 24 h
With
LaLi3 tris((S)-binaphthoxide); Celite; water; potassium hexamethylsilazane; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate;
In
dichloromethane;
DOI:10.1021/ja990031y
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 73 percent / m-chloroperoxybenzoic acid, NaH2PO4 / 1,2-dichloro-ethane / 50 h / 40 °C
2: 435 mg / diisopropylethylamine / CH2Cl2 / 0.75 h / 0 °C
3: 300 mg / diisobutylaluminum hydride / CH2Cl2 / 1 h / -78 °C
4: PCC, Celite / CH2Cl2 / 5 h
5: 1.) potassium bis(trimethylsilyl)amide, water, LaLi3tris((S)-binaphthoxide) / 1.) THF, toluene, -20 deg C, 30 min, 2.) THF, toluene, -20 deg C, 24 h
With
sodium dihydrogenphosphate; LaLi3 tris((S)-binaphthoxide); Celite; water; potassium hexamethylsilazane; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate;
In
dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/ja990031y
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 435 mg / diisopropylethylamine / CH2Cl2 / 0.75 h / 0 °C
2: 300 mg / diisobutylaluminum hydride / CH2Cl2 / 1 h / -78 °C
3: PCC, Celite / CH2Cl2 / 5 h
4: 1.) potassium bis(trimethylsilyl)amide, water, LaLi3tris((S)-binaphthoxide) / 1.) THF, toluene, -20 deg C, 30 min, 2.) THF, toluene, -20 deg C, 24 h
With
LaLi3 tris((S)-binaphthoxide); Celite; water; potassium hexamethylsilazane; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate;
In
dichloromethane;
DOI:10.1021/ja990031y