Technology Process of 2-Butenoic acid,4-[(1R,6S,7S,8S)-8-[(2E,4E)- 5-phenyl-2,4-pentadienyl]bicyclo[4.2.0]octa-2,- 4-dien-7-yl]-,(2E)-rel-
There total 12 articles about 2-Butenoic acid,4-[(1R,6S,7S,8S)-8-[(2E,4E)- 5-phenyl-2,4-pentadienyl]bicyclo[4.2.0]octa-2,- 4-dien-7-yl]-,(2E)-rel- 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:
-
Multi-step reaction with 5 steps
1: 100 percent
2: 25 percent / Dibal / CH2Cl2 / -78 °C
3: Swern oxidation
4: 84 percent / NaH / tetrahydrofuran / 25 °C
5: alkaline hydrolysis
With
sodium hydride; diisobutylaluminium hydride;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00384a078
- Guidance literature:
-
Multi-step reaction with 10 steps
1: CBr4, PPh3 / CH2Cl2 / -10 °C
2: hexamethylphosphoric acid triamide / 25 °C
3: LiOH / tetrahydrofuran; H2O / 25 °C
4: 1.) Dibal / 1.) CH2Cl2, -78 deg C, 2.) acid
5: 80 percent / LDA / tetrahydrofuran / 24 h / -78 deg C -> 25 deg C
6: 100 percent
7: 25 percent / Dibal / CH2Cl2 / -78 °C
8: Swern oxidation
9: 84 percent / NaH / tetrahydrofuran / 25 °C
10: alkaline hydrolysis
With
lithium hydroxide; carbon tetrabromide; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; lithium diisopropyl amide;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water;
DOI:10.1021/ja00384a078
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 92 percent / KOH, H2O2 / H2O / 96 h
2: 100 percent
3: CBr4, PPh3 / CH2Cl2 / -10 °C
4: hexamethylphosphoric acid triamide / 25 °C
5: LiOH / tetrahydrofuran; H2O / 25 °C
6: 1.) Dibal / 1.) CH2Cl2, -78 deg C, 2.) acid
7: 80 percent / LDA / tetrahydrofuran / 24 h / -78 deg C -> 25 deg C
8: 100 percent
9: 25 percent / Dibal / CH2Cl2 / -78 °C
10: Swern oxidation
11: 84 percent / NaH / tetrahydrofuran / 25 °C
12: alkaline hydrolysis
With
potassium hydroxide; lithium hydroxide; carbon tetrabromide; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; lithium diisopropyl amide;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water;
DOI:10.1021/ja00384a078