Technology Process of 2-Cyclopenten-1-one,
2-[(1S)-3-hydroxy-1-methylpropyl]-3-[(1E,3S,5S,6E)-7-iodo-5-methyl-3-(
phenylmethoxy)-1,6-heptadienyl]-4-methyl-, (4S)-
There total 17 articles about 2-Cyclopenten-1-one,
2-[(1S)-3-hydroxy-1-methylpropyl]-3-[(1E,3S,5S,6E)-7-iodo-5-methyl-3-(
phenylmethoxy)-1,6-heptadienyl]-4-methyl-, (4S)- 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
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 20 ℃;
for 6h;
DOI:10.1002/anie.200351750
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C
1.2: tetrahydrofuran / 1.5 h / -78 °C
2.1: HCOOH / diethyl ether / 5.5 h / 20 °C
2.2: NH3 / H2O; methanol / 1.5 h / 20 °C
3.1: 67 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
4.1: SmI2 / tetrahydrofuran / 1 h / 20 °C
4.2: 73 percent / Al2O3
5.1: 71 percent / NEt3 / tetrahydrofuran / 7 h / 20 °C
6.1: 79 percent / trichloroisocyanuric acid / benzene; diethyl ether / 21 h / 0 °C
7.1: 98 percent / Pd(PPh3)4 / 1-methyl-pyrrolidin-2-one / 22 h / 100 °C
8.1: 94 percent / ZnBr2 / CH2Cl2 / 1.5 h / 20 °C
9.1: 92 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C
10.1: 90 percent / CrCl2 / tetrahydrofuran / 0.67 h / 20 °C
11.1: 88 percent / tetrabutylammonium fluoride / tetrahydrofuran / 6 h / 20 °C
With
chromium dichloride; n-butyllithium; formic acid; samarium diiodide; trichloroisocyanuric acid; tetrabutyl ammonium fluoride; Dess-Martin periodane; triethylamine; zinc dibromide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; diethyl ether; dichloromethane; benzene;
5.1: Michael addition / 10.1: Takai reaction;
DOI:10.1002/anie.200351750
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: diisobutyl aluminium hydride / CH2Cl2 / 0.5 h / -78 °C
2.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C
2.2: tetrahydrofuran / 1.5 h / -78 °C
3.1: HCOOH / diethyl ether / 5.5 h / 20 °C
3.2: NH3 / H2O; methanol / 1.5 h / 20 °C
4.1: 67 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
5.1: SmI2 / tetrahydrofuran / 1 h / 20 °C
5.2: 73 percent / Al2O3
6.1: 71 percent / NEt3 / tetrahydrofuran / 7 h / 20 °C
7.1: 79 percent / trichloroisocyanuric acid / benzene; diethyl ether / 21 h / 0 °C
8.1: 98 percent / Pd(PPh3)4 / 1-methyl-pyrrolidin-2-one / 22 h / 100 °C
9.1: 94 percent / ZnBr2 / CH2Cl2 / 1.5 h / 20 °C
10.1: 92 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C
11.1: 90 percent / CrCl2 / tetrahydrofuran / 0.67 h / 20 °C
12.1: 88 percent / tetrabutylammonium fluoride / tetrahydrofuran / 6 h / 20 °C
With
chromium dichloride; n-butyllithium; formic acid; samarium diiodide; trichloroisocyanuric acid; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; zinc dibromide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; diethyl ether; dichloromethane; benzene;
6.1: Michael addition / 11.1: Takai reaction;
DOI:10.1002/anie.200351750
![(S)-3-((1E,6E)-(3S,5S)-3-Benzyloxy-7-iodo-5-methyl-hepta-1,6-dienyl)-2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-4-methyl-cyclopent-2-enone](/Databaselist/images/loading.webp)
