Technology Process of (2E,4Z)-4-bromo-4-{2-[3-(1,8-dimethyl-15-oxa-16-szatetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaen-16-yl)-3-oxopropyl]cyclohexylidene}-2-butenyl ether
There total 9 articles about (2E,4Z)-4-bromo-4-{2-[3-(1,8-dimethyl-15-oxa-16-szatetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaen-16-yl)-3-oxopropyl]cyclohexylidene}-2-butenyl ether 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
tetrapropylammonium periodate;
In
chloroform;
at 20 ℃;
for 1h;
DOI:10.1021/ja9939284
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 50 percent / DIBALH / CH2Cl2; hexane / 2 h / 0 °C
2: 89 percent / Bu4N*HSO4; aq. NaOH / benzene / 24 h / 20 °C
3: 84 percent / PPTS; t-BuOH / 8 h / 80 °C
4: 94 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
5: 80 percent / NaClO2; 2-methyl-2-butene; NaH2PO4 / 2-methyl-propan-2-ol; H2O / 2 h / 20 °C
6: 83 percent / diethyl ether / 0.5 h / 0 °C
7: 79 percent / NH2OH*HCl; KOH / methanol / 2 h / 0 °C
8: 84 percent / aq. Pr4NIO4 / CHCl3 / 1 h / 20 °C
With
potassium hydroxide; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; tetrapropylammonium periodate; hydroxylamine hydrochloride; tetra(n-butyl)ammonium hydrogensulfate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; tert-butyl alcohol;
In
methanol; diethyl ether; hexane; dichloromethane; chloroform; water; tert-butyl alcohol; benzene;
1: Reduction / 2: Etherification / 3: Hydrolysis / 4: Swern oxidation / 5: Oxidation / 6: Esterification / 7: amidation / 8: oxidative cycloaddition;
DOI:10.1021/ja9939284
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 89 percent / Bu4N*HSO4; aq. NaOH / benzene / 24 h / 20 °C
2: 84 percent / PPTS; t-BuOH / 8 h / 80 °C
3: 94 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
4: 80 percent / NaClO2; 2-methyl-2-butene; NaH2PO4 / 2-methyl-propan-2-ol; H2O / 2 h / 20 °C
5: 83 percent / diethyl ether / 0.5 h / 0 °C
6: 79 percent / NH2OH*HCl; KOH / methanol / 2 h / 0 °C
7: 84 percent / aq. Pr4NIO4 / CHCl3 / 1 h / 20 °C
With
potassium hydroxide; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; tetrapropylammonium periodate; hydroxylamine hydrochloride; tetra(n-butyl)ammonium hydrogensulfate; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; tert-butyl alcohol;
In
methanol; diethyl ether; dichloromethane; chloroform; water; tert-butyl alcohol; benzene;
1: Etherification / 2: Hydrolysis / 3: Swern oxidation / 4: Oxidation / 5: Esterification / 6: amidation / 7: oxidative cycloaddition;
DOI:10.1021/ja9939284
