Technology Process of 1-benzoxy-21-(tert-butyldiphenylsilyloxy)-(4R,8S,12R,16S,20S)-4,8,12,16,20-pentamethyl-5-(E/Z)-13-(E/Z)-heneicosa-5,13-diene
There total 17 articles about 1-benzoxy-21-(tert-butyldiphenylsilyloxy)-(4R,8S,12R,16S,20S)-4,8,12,16,20-pentamethyl-5-(E/Z)-13-(E/Z)-heneicosa-5,13-diene 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
lithium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 - 20 ℃;
Inert atmosphere;
DOI:10.1021/jo4006602
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: diisobutylaluminium hydride
2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere
3.1: tetrahydrofuran / 20 °C / Inert atmosphere
4.1: sodium peroxoborate tetrahydrate / tetrahydrofuran; water / 2 h / 20 °C / Inert atmosphere
5.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere
5.2: 20 °C / Inert atmosphere
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
7.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere
8.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C
9.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere
10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
11.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
12.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere
With
sodium peroxoborate tetrahydrate; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate;
In
tetrahydrofuran; dichloromethane; water;
2.1: |Julia-Kocienski Olefination / 9.1: |Julia-Kocienski Olefination / 12.1: |Julia-Kocienski Olefination;
DOI:10.1021/jo4006602
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere
2.1: tetrahydrofuran / 20 °C / Inert atmosphere
3.1: sodium peroxoborate tetrahydrate / tetrahydrofuran; water / 2 h / 20 °C / Inert atmosphere
4.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere
4.2: 20 °C / Inert atmosphere
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
6.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere
7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C
8.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere
9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
10.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
11.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere
With
sodium peroxoborate tetrahydrate; tetrabutyl ammonium fluoride; sodium hydride; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate;
In
tetrahydrofuran; dichloromethane; water;
1.1: |Julia-Kocienski Olefination / 8.1: |Julia-Kocienski Olefination / 11.1: |Julia-Kocienski Olefination;
DOI:10.1021/jo4006602
