Technology Process of (2S,3S)-6-[(E)-2-(3,5-Bis-methoxymethoxy-phenyl)-vinyl]-3-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-2-methoxymethoxymethyl-2,3-dihydro-benzo[1,4]dioxine
There total 22 articles about (2S,3S)-6-[(E)-2-(3,5-Bis-methoxymethoxy-phenyl)-vinyl]-3-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-2-methoxymethoxymethyl-2,3-dihydro-benzo[1,4]dioxine 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 9 steps
1: 81 percent / DIBAL-H / toluene; hexane / -10 °C
2: 78 percent / AD mix-α; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 48 h / 0 °C
3: 73 percent / pyridine / 0 - 18 °C
4: 82 percent / K2CO3 / methanol / 3 h / 18 °C
5: 70 percent / DIAD; PPh3 / toluene; tetrahydrofuran / 24 h / 18 °C
6: 70 percent / H2 / Pd/C / ethyl acetate / 9 h / 18 °C
7: K2CO3 / methanol / 0.75 h / 18 °C
8: 85 percent / DIPEA; DMAP / CH2Cl2 / 0 - 18 °C
9: 41 percent / CsF / toluene / 6 h / Heating
With
pyridine; dmap; AD-mix-α; methanesulfonamide; di-isopropyl azodicarboxylate; hydrogen; diisobutylaluminium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; cesium fluoride;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; toluene; tert-butyl alcohol;
2: Sharpless asymmetric dihydroxylation / 5: Mitsunobu coupling;
DOI:10.1016/j.tetasy.2005.02.035
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 70 percent / DIAD; PPh3 / toluene; tetrahydrofuran / 24 h / 18 °C
2: 70 percent / H2 / Pd/C / ethyl acetate / 9 h / 18 °C
3: K2CO3 / methanol / 0.75 h / 18 °C
4: 85 percent / DIPEA; DMAP / CH2Cl2 / 0 - 18 °C
5: 41 percent / CsF / toluene / 6 h / Heating
With
dmap; di-isopropyl azodicarboxylate; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; cesium fluoride;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene;
1: Mitsunobu coupling;
DOI:10.1016/j.tetasy.2005.02.035