Technology Process of (2R,4aR,6R,7S,8S,8aR)-6-Allyl-7,8-bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
There total 2 articles about (2R,4aR,6R,7S,8S,8aR)-6-Allyl-7,8-bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 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 3 steps
1: K2CO3 / methanol / 12 h / 23 °C
2: CSA / dimethylformamide / 2 h / 50 °C
3: 90 percent / AgNO3, pyridine / dimethylformamide / 4 h / 23 °C
With
pyridine; camphor-10-sulfonic acid; potassium carbonate; silver nitrate;
In
methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja961230+
- Guidance literature:
-
Multi-step reaction with 2 steps
1: CSA / dimethylformamide / 2 h / 50 °C
2: 90 percent / AgNO3, pyridine / dimethylformamide / 4 h / 23 °C
With
pyridine; camphor-10-sulfonic acid; silver nitrate;
In
N,N-dimethyl-formamide;
DOI:10.1021/ja961230+
- Guidance literature:
-
Multi-step reaction with 15 steps
1: OsO4, NMO / 2-methyl-propan-2-ol; tetrahydrofuran; H2O
2: NaIO4 / methanol
3: NiCl2/CrCl2 / tetrahydrofuran; dimethylsulfoxide / 23 °C
4: 91 percent / pyridine
5: n-Bu4NF, imidazole / tetrahydrofuran
6: DBU / CH2Cl2
7: 83 percent / i-Pr2NEt / CH2Cl2
8: 90 percent / DIBAL / diethyl ether / 1.17 h / -78 - 23 °C
9: pyridine, DMAP / dimethylformamide / 3.17 h / 0 - 23 °C
10: AgNO3, pyridine / dimethylformamide
11: PPTS / methanol; CH2Cl2
12: 89 percent / NaH / tetrahydrofuran / 23 °C
13: n-Bu4NF / tetrahydrofuran / 12 h / 23 °C
14: NaH, n-Bu4NI / dimethylformamide / 24 h / 23 °C
15: 83 percent / DIBAL / CH2Cl2 / 12.5 h / -78 - 23 °C
With
pyridine; 1H-imidazole; chromium dichloride; dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; nickel dichloride;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja961230+
