Technology Process of 1H-Cycloundec(d)isoindole-1,12,15-trione, 2,3,3a,4,6a,9,10,11-octahydro-11-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-, (3S,3aR,4S,6aS,7E,11S,13E,15aS)-
There total 14 articles about 1H-Cycloundec(d)isoindole-1,12,15-trione, 2,3,3a,4,6a,9,10,11-octahydro-11-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-, (3S,3aR,4S,6aS,7E,11S,13E,15aS)- 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:
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123186-91-4
(E)-(1S,3R,6S,11S,14S,15R,16S)-3-Benzenesulfonyl-6-hydroxy-16-isobutyl-9,13,14-trimethyl-17-aza-tricyclo[9.7.0.01,15]octadeca-9,12-diene-2,5,18-trione
- Guidance literature:
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With
trimethyl(benzyl)ammonium fluoride;
In
tetrahydrofuran; dichloromethane;
Ambient temperature;
DOI:10.1021/ja00203a042
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 40 percent / BHT / xylene / 130 °C
2: 1.) KOH / 1.) H2O, CH3OH, C6H6, room temp., 2.) ether, CH3OH
3: 100 percent / COCl2, (C2H5)3N, DMSO / CH2Cl2 / -78 °C
4: 58 percent / tetrahydrofuran / -78 °C
5: 1.) n-C4H9Li / 1.) THF, HMPA, 0 deg C
6: 68 percent / PPTS / Ambient temperature
8: 1.) n-C4H9Li, DIBAL-H, 2.) PCC / 1.) THF, O deg C, 2.) CH2Cl2, room temp.
9: 2.) pyridine / 1.) THF, ether, -78 deg C, 2.) 0 deg C
10: 49 percent / 10percent (Ph3P)4Pd, 10percent dppp / tetrahydrofuran / 1.) room temp., 2.) reflux
11: 1.) peracetic acid, K2CO3, 2.) PPTS / 1.) CH2Cl2, 2.) H2O, THF, room temp.,
12: 53 percent / benzyltrimethylammonium fluoride / tetrahydrofuran; CH2Cl2 / Ambient temperature
With
pyridine; peracetic acid; potassium hydroxide; n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; pyridinium p-toluenesulfonate; trimethyl(benzyl)ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate;
tetrakis(triphenylphosphine) palladium(0); 1,3-bis-(diphenylphosphino)propane;
In
tetrahydrofuran; dichloromethane; xylene;
DOI:10.1021/ja00203a042
- Guidance literature:
-
Multi-step reaction with 13 steps
2: 40 percent / BHT / xylene / 130 °C
3: 1.) KOH / 1.) H2O, CH3OH, C6H6, room temp., 2.) ether, CH3OH
4: 100 percent / COCl2, (C2H5)3N, DMSO / CH2Cl2 / -78 °C
5: 58 percent / tetrahydrofuran / -78 °C
6: 1.) n-C4H9Li / 1.) THF, HMPA, 0 deg C
7: 68 percent / PPTS / Ambient temperature
9: 1.) n-C4H9Li, DIBAL-H, 2.) PCC / 1.) THF, O deg C, 2.) CH2Cl2, room temp.
10: 2.) pyridine / 1.) THF, ether, -78 deg C, 2.) 0 deg C
11: 49 percent / 10percent (Ph3P)4Pd, 10percent dppp / tetrahydrofuran / 1.) room temp., 2.) reflux
12: 1.) peracetic acid, K2CO3, 2.) PPTS / 1.) CH2Cl2, 2.) H2O, THF, room temp.,
13: 53 percent / benzyltrimethylammonium fluoride / tetrahydrofuran; CH2Cl2 / Ambient temperature
With
pyridine; peracetic acid; potassium hydroxide; n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; pyridinium p-toluenesulfonate; trimethyl(benzyl)ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate;
tetrakis(triphenylphosphine) palladium(0); 1,3-bis-(diphenylphosphino)propane;
In
tetrahydrofuran; dichloromethane; xylene;
DOI:10.1021/ja00203a042