Technology Process of 1-((E)-(1R,3R,5R,12R,13S)-7-Benzenesulfonyl-1,5,9-trimethyl-4-oxa-tricyclo[10.3.0.03,5]pentadeca-8,14-dien-13-yl)-ethanone
There total 39 articles about 1-((E)-(1R,3R,5R,12R,13S)-7-Benzenesulfonyl-1,5,9-trimethyl-4-oxa-tricyclo[10.3.0.03,5]pentadeca-8,14-dien-13-yl)-ethanone 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 16 steps
1: 80 percent / N-bromosuccinimide; (C6H5)3P / CH2Cl2 / 2 h / 0 °C
2: (n-C4H9)Li / tetrahydrofuran; hexane / 0.67 h / -30 °C
3: 524 mg / Na; NH3 / tetrahydrofuran / 1 h / -78 °C
4: pyridinium dichromate; molecular sieves 4A / CH2Cl2 / 5 h / 20 °C
5: 3.70 g / C6H5Li / tetrahydrofuran; cyclohexane; diethyl ether / 0.25 h / 0 °C
6: 85 percent / pyridinium chlorochromate; Al2O3 / benzene / 5 h / 40 °C
7: di(isobutyl)aluminum hydride / toluene; hexane / 0.17 h / -78 °C
8: 80 percent / NaH / tetrahydrofuran / 1 h / 0 °C
9: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 20 °C
10: 92 percent / (n-C4H9)3P; pyridine / 2 h / 60 °C
11: 90 percent / Oxone(R) / tetrahydrofuran; methanol; H2O / 3 h / 20 °C
12: 98 percent / di(isobutyl)aluminum hydride / toluene; hexane / 0.25 h / -78 °C
13: 100 percent / D-diethyl tartrate; Ti(O-i-Pr)4; tert-butyl hydroperoxide / CH2Cl2 / 6 h / -20 °C
14: 97 percent / 4-dimethylaminopyridine / CH2Cl2 / 1.5 h / 20 °C
15: 43 percent / ((CH3)3Si)2N(1-)*K(1+) / tetrahydrofuran; toluene / 1.5 h / 45 °C
16: 93 percent / CH3COOH / H2O / 0.5 h / 45 °C
With
pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; aluminum oxide; N-Bromosuccinimide; dipyridinium dichromate; n-butyllithium; oxone; diisobutylaluminum hydride; Diethyl tartrate; tributylphosphine; 4 A molecular sieve; tetrabutyl ammonium fluoride; ammonia; sodium; potassium hexamethylsilazane; sodium hydride; acetic acid; phenyllithium; triphenylphosphine; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; cyclohexane; water; toluene; benzene;
13: Sharpless oxidation;
DOI:10.1016/S0040-4020(02)01474-6
- Guidance literature:
-
Multi-step reaction with 15 steps
1: (n-C4H9)Li / tetrahydrofuran; hexane / 0.67 h / -30 °C
2: 524 mg / Na; NH3 / tetrahydrofuran / 1 h / -78 °C
3: pyridinium dichromate; molecular sieves 4A / CH2Cl2 / 5 h / 20 °C
4: 3.70 g / C6H5Li / tetrahydrofuran; cyclohexane; diethyl ether / 0.25 h / 0 °C
5: 85 percent / pyridinium chlorochromate; Al2O3 / benzene / 5 h / 40 °C
6: di(isobutyl)aluminum hydride / toluene; hexane / 0.17 h / -78 °C
7: 80 percent / NaH / tetrahydrofuran / 1 h / 0 °C
8: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 20 °C
9: 92 percent / (n-C4H9)3P; pyridine / 2 h / 60 °C
10: 90 percent / Oxone(R) / tetrahydrofuran; methanol; H2O / 3 h / 20 °C
11: 98 percent / di(isobutyl)aluminum hydride / toluene; hexane / 0.25 h / -78 °C
12: 100 percent / D-diethyl tartrate; Ti(O-i-Pr)4; tert-butyl hydroperoxide / CH2Cl2 / 6 h / -20 °C
13: 97 percent / 4-dimethylaminopyridine / CH2Cl2 / 1.5 h / 20 °C
14: 43 percent / ((CH3)3Si)2N(1-)*K(1+) / tetrahydrofuran; toluene / 1.5 h / 45 °C
15: 93 percent / CH3COOH / H2O / 0.5 h / 45 °C
With
pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; aluminum oxide; dipyridinium dichromate; n-butyllithium; oxone; diisobutylaluminum hydride; Diethyl tartrate; tributylphosphine; 4 A molecular sieve; tetrabutyl ammonium fluoride; ammonia; sodium; potassium hexamethylsilazane; sodium hydride; acetic acid; phenyllithium; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; cyclohexane; water; toluene; benzene;
12: Sharpless oxidation;
DOI:10.1016/S0040-4020(02)01474-6
![(1R,3R,5R,12R,13S)-(E)-7-benzenesulfonyl-1,5,9-trimethyl-13-(2-methyl-1,3-dioxolan-2-yl)-4-oxatricyclo[10.3.0.0<sup>3,5</sup>]pentadeca-8,14-diene](/Databaselist/images/loading.webp)
