Technology Process of (2E,5S,6S,7E)-5-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)-8-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]octa-2,7-dien-1-ol
There total 27 articles about (2E,5S,6S,7E)-5-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)-8-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]octa-2,7-dien-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:
-
Multi-step reaction with 8 steps
1.1: t-BuOK / tetrahydrofuran / 1 h / 20 - 45 °C
1.2: 92 percent / tetrahydrofuran / 1.5 h / 20 °C
2.1: Cl2(PCy3)2Ru=CHPh / tetrahydrofuran / 20 °C
3.1: 84 percent / HCl gas / CH2Cl2 / 0.5 h / -10 °C
4.1: Et3N; pyr*SO3 / CH2Cl2; dimethylsulfoxide / 2 h / 0 - 5 °C
5.1: 96 percent / LiCl; Et3N / tetrahydrofuran / 0 - 20 °C
6.1: NaBH4; CeCl3 / methanol / 0.08 h
6.2: 51 mg / iPr2NEt / dimethylformamide / 3.5 h / 0 - 20 °C
7.1: 89 percent / aq. HCl / methanol / 0.67 h / 0 - 20 °C
8.1: 70 percent / Red-Al(R) / diethyl ether; toluene / 20 °C
With
hydrogenchloride; sodium tetrahydroborate; cerium(III) chloride; potassium tert-butylate; sulfur trioxide pyridine complex; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium chloride;
Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene;
4.1: Parikh-Doering oxidation;
DOI:10.1021/jo026743f
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: Cl2(PCy3)2Ru=CHPh / tetrahydrofuran / 20 °C
2.1: 84 percent / HCl gas / CH2Cl2 / 0.5 h / -10 °C
3.1: Et3N; pyr*SO3 / CH2Cl2; dimethylsulfoxide / 2 h / 0 - 5 °C
4.1: 96 percent / LiCl; Et3N / tetrahydrofuran / 0 - 20 °C
5.1: NaBH4; CeCl3 / methanol / 0.08 h
5.2: 51 mg / iPr2NEt / dimethylformamide / 3.5 h / 0 - 20 °C
6.1: 89 percent / aq. HCl / methanol / 0.67 h / 0 - 20 °C
7.1: 70 percent / Red-Al(R) / diethyl ether; toluene / 20 °C
With
hydrogenchloride; sodium tetrahydroborate; cerium(III) chloride; sulfur trioxide pyridine complex; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium chloride;
Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene;
3.1: Parikh-Doering oxidation;
DOI:10.1021/jo026743f
![(5S,6S,7E)-5-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)-8-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]oct-7-en-2-yn-1-ol](/Databaselist/images/loading.webp)
