Technology Process of (4E,7Z)-(2R,3S,6S)-2-[(4S,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-nona-4,7-diene-1,3-diol
There total 12 articles about (4E,7Z)-(2R,3S,6S)-2-[(4S,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-nona-4,7-diene-1,3-diol 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
zinc(II) tetrahydroborate;
In
diethyl ether;
at -78 ℃;
DOI:10.1055/s-2005-862391
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 93 percent / DIBALH / tetrahydrofuran / -78 °C
2.1: 90 percent / imidazole / CH2Cl2
3.1: Dess-Martin reagent / CH2Cl2 / 0 °C
4.1: Cy2BCl; Et3N / 16 h / -5 °C
4.2: 16 h / -78 - -25 °C
5.1: 63 percent / DDQ; MS / CH2Cl2 / 0 °C
6.1: HF; pyridine / tetrahydrofuran / 20 °C
7.1: 82 percent / Zn(BH4)2 / diethyl ether / -78 °C
With
pyridine; 1H-imidazole; zinc(II) tetrahydroborate; dicyclohexylboron chloride; hydrogen fluoride; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; diethyl ether; dichloromethane;
3.1: Dess-Martin oxidation;
DOI:10.1055/s-2005-862391
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: 78 percent / p-TsOH / methanol; CH2Cl2
2.1: Dess-Martin reagent / CH2Cl2 / 0 °C
3.1: DIBALH / tetrahydrofuran / -78 °C
4.1: 90 percent / MnO2 / diethyl ether
5.1: 86 percent / LDA / tetrahydrofuran / -78 °C
6.1: 93 percent / DIBALH / tetrahydrofuran / -78 °C
7.1: 90 percent / imidazole / CH2Cl2
8.1: Dess-Martin reagent / CH2Cl2 / 0 °C
9.1: Cy2BCl; Et3N / 16 h / -5 °C
9.2: 16 h / -78 - -25 °C
10.1: 63 percent / DDQ; MS / CH2Cl2 / 0 °C
11.1: HF; pyridine / tetrahydrofuran / 20 °C
12.1: 82 percent / Zn(BH4)2 / diethyl ether / -78 °C
With
pyridine; 1H-imidazole; manganese(IV) oxide; zinc(II) tetrahydroborate; dicyclohexylboron chloride; hydrogen fluoride; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane;
2.1: Dess-Martin oxidation / 9.1: Dess-Martin oxidation;
DOI:10.1055/s-2005-862391
![(4E,7Z)-(2S,6S)-1-Hydroxy-2-[(4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-nona-4,7-dien-3-one](/Databaselist/images/loading.webp)
