Technology Process of 2,9-Pentadecadienoic acid,
6,10-dimethyl-13-(1-methylethyl)-4,14-dioxo-15-(phenylsulfinyl)-, methyl
ester, (2Z,6S,9E,13S)-
There total 15 articles about 2,9-Pentadecadienoic acid,
6,10-dimethyl-13-(1-methylethyl)-4,14-dioxo-15-(phenylsulfinyl)-, methyl
ester, (2Z,6S,9E,13S)- 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
pyridine; Dess-Martin periodane;
In
dichloromethane;
at 20 ℃;
for 1h;
DOI:10.1021/jo035193y
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: 100 percent / pyridine / CH2Cl2 / 20 °C
2.1: 43 percent / selenium oxide; salicylic acid; tert-butyl hydroperoxide / CH2Cl2 / 30 h / 20 °C
3.1: Et3N / tetrahydrofuran / 0 °C
4.1: 13.123 g / LiBr / tetrahydrofuran / 1 h / 20 °C
5.1: n-BuLi / hexane; tetrahydrofuran / 2 h / -25 °C
5.2: 92 percent / tetrahydrofuran; hexane / 2 h / 20 °C
6.1: 70 percent / Na2HPO4; Na-amalgam / tetrahydrofuran; methanol / 4 h / 20 °C
7.1: 81 percent / aq. HCl / propan-2-ol / 8 h / 55 °C
8.1: 86.4 percent / tetrapropylammonium perruthenate; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH2Cl2 / 4 h / 20 °C
9.1: LDA / tetrahydrofuran / 1 h / 0 °C
9.2: tetrahydrofuran / 1.75 h / -78 °C
9.3: 99 percent / NaOMe / methanol / 48 h / 30 °C
10.1: 83.3 percent / Dess-Martin periodinane / CH2Cl2 / 6 h / 10 °C
11.1: LDA / tetrahydrofuran / 0.17 h / -80 °C
11.2: 84.4 percent / tetrahydrofuran / 0.33 h / -80 °C
12.1: 100 percent / H2; cyclohexane / Lindlar catalyst / CH2Cl2 / 1 h / 20 °C
13.1: 83.5 percent / Dess-Martin periodinane; pyridine / CH2Cl2 / 1 h / 20 °C
With
pyridine; hydrogenchloride; tert.-butylhydroperoxide; disodium hydrogenphosphate; n-butyllithium; selenium(IV) oxide; tetrapropylammonium perruthennate; sodium amalgam; cyclohexane; 4 A molecular sieve; hydrogen; Dess-Martin periodane; 4-methylmorpholine N-oxide; triethylamine; salicylic acid; lithium bromide; lithium diisopropyl amide;
Lindlar's catalyst;
In
tetrahydrofuran; methanol; hexane; dichloromethane; isopropyl alcohol;
DOI:10.1021/jo035193y
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: 43 percent / selenium oxide; salicylic acid; tert-butyl hydroperoxide / CH2Cl2 / 30 h / 20 °C
2.1: Et3N / tetrahydrofuran / 0 °C
3.1: 13.123 g / LiBr / tetrahydrofuran / 1 h / 20 °C
4.1: n-BuLi / hexane; tetrahydrofuran / 2 h / -25 °C
4.2: 92 percent / tetrahydrofuran; hexane / 2 h / 20 °C
5.1: 70 percent / Na2HPO4; Na-amalgam / tetrahydrofuran; methanol / 4 h / 20 °C
6.1: 81 percent / aq. HCl / propan-2-ol / 8 h / 55 °C
7.1: 86.4 percent / tetrapropylammonium perruthenate; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH2Cl2 / 4 h / 20 °C
8.1: LDA / tetrahydrofuran / 1 h / 0 °C
8.2: tetrahydrofuran / 1.75 h / -78 °C
8.3: 99 percent / NaOMe / methanol / 48 h / 30 °C
9.1: 83.3 percent / Dess-Martin periodinane / CH2Cl2 / 6 h / 10 °C
10.1: LDA / tetrahydrofuran / 0.17 h / -80 °C
10.2: 84.4 percent / tetrahydrofuran / 0.33 h / -80 °C
11.1: 100 percent / H2; cyclohexane / Lindlar catalyst / CH2Cl2 / 1 h / 20 °C
12.1: 83.5 percent / Dess-Martin periodinane; pyridine / CH2Cl2 / 1 h / 20 °C
With
pyridine; hydrogenchloride; tert.-butylhydroperoxide; disodium hydrogenphosphate; n-butyllithium; selenium(IV) oxide; tetrapropylammonium perruthennate; sodium amalgam; cyclohexane; 4 A molecular sieve; hydrogen; Dess-Martin periodane; 4-methylmorpholine N-oxide; triethylamine; salicylic acid; lithium bromide; lithium diisopropyl amide;
Lindlar's catalyst;
In
tetrahydrofuran; methanol; hexane; dichloromethane; isopropyl alcohol;
DOI:10.1021/jo035193y