Technology Process of 1β-hydroxy-4α-(p-toluenesulfonamido)-2,3-epoxy-6α-(benzyloxy)cycloheptane
There total 8 articles about 1β-hydroxy-4α-(p-toluenesulfonamido)-2,3-epoxy-6α-(benzyloxy)cycloheptane 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
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
for 20h;
Ambient temperature;
DOI:10.1021/jo00008a037
- Guidance literature:
-
Multi-step reaction with 7 steps
1: NaH / tetrahydrofuran / 15 h / 50 °C
2: 63 percent / LiCl, p-benzoquinone, glacial acetic acid / Pd(OAc)2 / acetic acid / 36 h
3: 79 percent / dimethylsulfoxide / 3 h / 80 °C
4: 84 percent / 2M NaOH / methanol / 4 h / Heating
5: 94 percent / imidazole / dimethylformamide / 4 h / 0 °C
6: 96 percent / m-CPBA / CHCl3 / 1) 0 deg C, 1h, 2) 20 deg C, 2h, 3) refrigerator, overnight
7: 95 percent / Bu4NF / tetrahydrofuran / 20 h / Ambient temperature
With
1H-imidazole; sodium hydroxide; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; p-benzoquinone; lithium chloride;
palladium diacetate;
In
tetrahydrofuran; methanol; chloroform; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo00008a037
- Guidance literature:
-
Multi-step reaction with 7 steps
1: NaH / tetrahydrofuran / 15 h / 50 °C
2: 63 percent / LiCl, p-benzoquinone, glacial acetic acid / Pd(OAc)2 / acetic acid / 36 h
3: 79 percent / dimethylsulfoxide / 3 h / 80 °C
4: 84 percent / 2M NaOH / methanol / 4 h / Heating
5: 94 percent / imidazole / dimethylformamide / 4 h / 0 °C
6: 96 percent / m-CPBA / CHCl3 / 1) 0 deg C, 1h, 2) 20 deg C, 2h, 3) refrigerator, overnight
7: 95 percent / Bu4NF / tetrahydrofuran / 20 h / Ambient temperature
With
1H-imidazole; sodium hydroxide; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; p-benzoquinone; lithium chloride;
palladium diacetate;
In
tetrahydrofuran; methanol; chloroform; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo00008a037
