Technology Process of (2R,3S,6R,8S)-8-[(1Z,3S)-4-benzyloxy-3-methylbut-1-en-1-yl]-2-{3-[(tertbutyldiphenyl)oxy]propyl}-3-methyl-1,7-dioxaspiro[5.5]undecane
There total 17 articles about (2R,3S,6R,8S)-8-[(1Z,3S)-4-benzyloxy-3-methylbut-1-en-1-yl]-2-{3-[(tertbutyldiphenyl)oxy]propyl}-3-methyl-1,7-dioxaspiro[5.5]undecane 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:
-
(R)-3-(benzyloxy-2-methyl-propyl)-triphenyl-phosphonium bromide;
at 20 ℃;
Inert atmosphere;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at 0 ℃;
for 0.666667h;
Inert atmosphere;
(2S,6R,8R,9S)-8-{3-[(tert-butyldiphenyl)oxy]propyl}-9-methyl-1,7-dioxaspiro[5.5]undecane-2-carbaldehyde;
In
tetrahydrofuran; hexane;
at 0 ℃;
for 4h;
Inert atmosphere;
DOI:10.1021/ol202483u
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 2 h / 80 °C / Inert atmosphere; Microwave irradiation
2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 20 °C
3.1: camphor-10-sulfonic acid / dichloromethane / 2 h / 20 °C
4.1: diethyl ether; cyclohexane / 16 h / -20 °C / Inert atmosphere
5.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 80 °C / Inert atmosphere; Microwave irradiation
5.2: 2 h / 20 °C / Inert atmosphere; Microwave irradiation
6.1: iron (III) chloride hexahydrate / dichloromethane; water / 4.5 h / 20 °C / Inert atmosphere
7.1: ozone / dichloromethane / -78 °C
7.2: -78 - 20 °C / Inert atmosphere
7.3: 20 °C / Inert atmosphere
8.1: 20 °C / Inert atmosphere
8.2: 0.67 h / 0 °C / Inert atmosphere
8.3: 4 h / 0 °C / Inert atmosphere
With
Hoveyda-Grubbs catalyst second generation; iron (III) chloride hexahydrate; palladium 10% on activated carbon; camphor-10-sulfonic acid; hydrogen; ozone;
In
diethyl ether; dichloromethane; cyclohexane; water; ethyl acetate;
8.2: Wittig reaction;
DOI:10.1021/ol202483u
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 80 °C / Inert atmosphere; Microwave irradiation
1.2: 2 h / 20 °C / Inert atmosphere; Microwave irradiation
2.1: iron (III) chloride hexahydrate / dichloromethane; water / 4.5 h / 20 °C / Inert atmosphere
3.1: ozone / dichloromethane / -78 °C
3.2: -78 - 20 °C / Inert atmosphere
3.3: 20 °C / Inert atmosphere
4.1: 20 °C / Inert atmosphere
4.2: 0.67 h / 0 °C / Inert atmosphere
4.3: 4 h / 0 °C / Inert atmosphere
With
Hoveyda-Grubbs catalyst second generation; iron (III) chloride hexahydrate; ozone;
In
dichloromethane; water;
4.2: Wittig reaction;
DOI:10.1021/ol202483u
