Technology Process of 4-Pentenal,
5-bromo-2-[[(1S,2R)-1-ethyl-2-(phenylmethoxy)-4-pentenyl]oxy]-,
(2S,4Z)-
There total 9 articles about 4-Pentenal,
5-bromo-2-[[(1S,2R)-1-ethyl-2-(phenylmethoxy)-4-pentenyl]oxy]-,
(2S,4Z)- 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
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
DOI:10.1021/ja029956v
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: (-)-dicyclohexyl tartrate; Ti(OiPr)4; 4 Angstroem molecular sieves / CH2Cl2 / 0.5 h / -20 °C
1.2: 42 percent / t-BuOOH / CH2Cl2 / 19 h / -20 °C
2.1: 87 percent / Bu4NI; NaH / tetrahydrofuran / -78 - 25 °C
3.1: 90 percent / CuI / tetrahydrofuran; diethyl ether / 1 h / -20 °C
4.1: NaH / tetrahydrofuran / 0 - 25 °C
4.2: 90 percent / tetrahydrofuran / 10 h / 25 °C
5.1: Et3N / diethyl ether / -78 - 0 °C
6.1: n-BuLi / tetrahydrofuran; hexane
6.2: 28.6 g / tetrahydrofuran; hexane / -78 - 0 °C
7.1: NaN(SiMe3)2 / tetrahydrofuran / -78 - -45 °C
7.2: 85 percent / tetrahydrofuran
8.1: 82 percent / NaBH4 / tetrahydrofuran; H2O
9.1: 97 percent / (COCl)2; DMSO; Et3N / CH2Cl2
With
titanium(IV) isopropylate; sodium tetrahydroborate; copper(l) iodide; n-butyllithium; oxalyl dichloride; (-)-dicyclohexyl D-tartrate; 4 A molecular sieve; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water;
9.1: Swern oxidation;
DOI:10.1021/ja029956v
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 87 percent / Bu4NI; NaH / tetrahydrofuran / -78 - 25 °C
2.1: 90 percent / CuI / tetrahydrofuran; diethyl ether / 1 h / -20 °C
3.1: NaH / tetrahydrofuran / 0 - 25 °C
3.2: 90 percent / tetrahydrofuran / 10 h / 25 °C
4.1: Et3N / diethyl ether / -78 - 0 °C
5.1: n-BuLi / tetrahydrofuran; hexane
5.2: 28.6 g / tetrahydrofuran; hexane / -78 - 0 °C
6.1: NaN(SiMe3)2 / tetrahydrofuran / -78 - -45 °C
6.2: 85 percent / tetrahydrofuran
7.1: 82 percent / NaBH4 / tetrahydrofuran; H2O
8.1: 97 percent / (COCl)2; DMSO; Et3N / CH2Cl2
With
sodium tetrahydroborate; copper(l) iodide; n-butyllithium; oxalyl dichloride; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water;
8.1: Swern oxidation;
DOI:10.1021/ja029956v
