Technology Process of 3-((1R,2S,4R,6S)-6-(cyanomethyl)-2-ethynyl-2-hydroxy-4-methylcyclohexyl)propyl acetate
There total 6 articles about 3-((1R,2S,4R,6S)-6-(cyanomethyl)-2-ethynyl-2-hydroxy-4-methylcyclohexyl)propyl acetate 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:
-
3-((1R,2S,4R)-2-(cyanomethyl)-4-methyl-6-oxocyclohexyl)propyl acetate; ethynylmagnesium chloride;
In
tetrahydrofuran; toluene;
at 23 ℃;
for 0.583333h;
Inert atmosphere;
With
water; ammonium chloride;
In
tetrahydrofuran; toluene;
Inert atmosphere;
DOI:10.1021/ja101956x
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: lithium hydroxide; water / methanol / 23 °C / Inert atmosphere
2.1: sodium hydride / tetrahydrofuran / 66 °C / Inert atmosphere
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.08 h / 0 °C / Inert atmosphere
3.2: 70 h / 23 °C / Inert atmosphere
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 11 h / -78 - 23 °C / Inert atmosphere
5.1: n-butyllithium / diethyl ether; hexane / 0.68 h / -78 °C / Inert atmosphere
5.2: 0.55 h / -78 °C / Inert atmosphere
6.1: tetrahydrofuran; toluene / 0.58 h / 23 °C / Inert atmosphere
With
n-butyllithium; water; sodium hydride; 3-chloro-benzenecarboperoxoic acid; lithium hydroxide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/jo400695c
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.08 h / 0 °C / Inert atmosphere
1.2: 70 h / 23 °C / Inert atmosphere
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 11 h / -78 - 23 °C / Inert atmosphere
3.1: n-butyllithium / diethyl ether; hexane / 0.68 h / -78 °C / Inert atmosphere
3.2: 0.55 h / -78 °C / Inert atmosphere
4.1: tetrahydrofuran; toluene / 0.58 h / 23 °C / Inert atmosphere
With
n-butyllithium; sodium hydride; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/jo400695c
