Technology Process of 2H-Pyran-3(4H)-one,
dihydro-2-methoxy-2-[(2E)-4-[(4-methoxyphenyl)methoxy]-1,1-dimethyl-
2-butenyl]-6-[(2R,3R)-2-[(4-methoxyphenyl)methoxy]-3-(phenylmethoxy)
butyl]-, (2S,6S)-
There total 21 articles about 2H-Pyran-3(4H)-one,
dihydro-2-methoxy-2-[(2E)-4-[(4-methoxyphenyl)methoxy]-1,1-dimethyl-
2-butenyl]-6-[(2R,3R)-2-[(4-methoxyphenyl)methoxy]-3-(phenylmethoxy)
butyl]-, (2S,6S)- 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
samarium diiodide;
In
tetrahydrofuran; methanol;
at -78 ℃;
DOI:10.1021/ol0355332
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: 74 percent / N-bromosuccinimide; dibenzoylperoxide / CCl4 / 2 h / Heating
2.1: NaH / tetrahydrofuran / 6 h / 35 °C
2.2: 6.54 g / PhMgBr / tetrahydrofuran / 1 h / -20 °C
3.1: 99 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C
4.1: LDA / tetrahydrofuran; hexane / -78 - 20 °C
4.2: 96 percent / tetrahydrofuran; hexane / 0.25 h / -78 °C
5.1: 55 percent / N-methylmorpholine N-oxide; tetrapropyl ammonium perruthenate / CH2Cl2 / 0.5 h
6.1: 70 percent / HF*pyridine / tetrahydrofuran / 168 h / 20 °C
7.1: p-toluenesulfonic acid / toluene / 10 h / 20 °C
8.1: NaBH4; CeCl3*7H2O / methanol / -20 °C
9.1: 0.158 g / m-chloroperoxybenzoic acid; NaHCO3 / CH2Cl2 / 0.75 h / 0 - 20 °C
10.1: 4-dimethylaminopyridine / CH2Cl2 / 0.5 h / -10 °C
11.1: 121 mg / Dess-Martin periodinane / CH2Cl2 / 5.5 h / 20 °C
12.1: 87 percent / SmI2 / tetrahydrofuran; methanol / -78 °C
With
dmap; sodium tetrahydroborate; N-Bromosuccinimide; samarium diiodide; cerium(III) chloride; tetrapropylammonium perruthennate; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; pyridine hydrogenfluoride; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; dibenzoyl peroxide;
In
tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; hexane; dichloromethane; toluene;
8.1: Luche reduction / 11.1: Dess-Martin oxidation;
DOI:10.1021/ol0355332
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: NaH / tetrahydrofuran / 6 h / 35 °C
1.2: 6.54 g / PhMgBr / tetrahydrofuran / 1 h / -20 °C
2.1: 99 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C
3.1: LDA / tetrahydrofuran; hexane / -78 - 20 °C
3.2: 96 percent / tetrahydrofuran; hexane / 0.25 h / -78 °C
4.1: 55 percent / N-methylmorpholine N-oxide; tetrapropyl ammonium perruthenate / CH2Cl2 / 0.5 h
5.1: 70 percent / HF*pyridine / tetrahydrofuran / 168 h / 20 °C
6.1: p-toluenesulfonic acid / toluene / 10 h / 20 °C
7.1: NaBH4; CeCl3*7H2O / methanol / -20 °C
8.1: 0.158 g / m-chloroperoxybenzoic acid; NaHCO3 / CH2Cl2 / 0.75 h / 0 - 20 °C
9.1: 4-dimethylaminopyridine / CH2Cl2 / 0.5 h / -10 °C
10.1: 121 mg / Dess-Martin periodinane / CH2Cl2 / 5.5 h / 20 °C
11.1: 87 percent / SmI2 / tetrahydrofuran; methanol / -78 °C
With
dmap; sodium tetrahydroborate; samarium diiodide; cerium(III) chloride; tetrapropylammonium perruthennate; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; pyridine hydrogenfluoride; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene;
7.1: Luche reduction / 10.1: Dess-Martin oxidation;
DOI:10.1021/ol0355332