Technology Process of (3S,6S)-3-acetoxy-6-hydroxy-7-(p-tolyenesulfonyloxy)hept-1-yne
There total 11 articles about (3S,6S)-3-acetoxy-6-hydroxy-7-(p-tolyenesulfonyloxy)hept-1-yne 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 11 steps
1: 99 percent / H2 / PtO2 / ethyl acetate / 4 h / 20 °C / 2068.59 Torr
2: 92 percent / LiAlH4 / tetrahydrofuran / 3 h / 0 - 20 °C
3: 81 percent / IBX / dimethylsulfoxide / 4 h / 0 - 20 °C
4: 76 percent / benzene / 6 h / Heating
5: 88 percent / DIBAL-H / CH2Cl2; hexane / 2 h / -20 °C
6: 65 percent / (+)-DIPT; cumene hydroperoxide; molecular sieves 4 Angstroem / Ti(OiPr)4 / CH2Cl2 / 3 h / -20 °C
7: 95 percent / Ph3P; NaHCO3; CCl4 / 3 h / Heating
8: 94 percent / LDA / tetrahydrofuran; hexane / 3 h / -40 °C
9: 83 percent / Et3N / CH2Cl2 / 0.5 h / 0 - 20 °C
10: 92 percent / acetic acid / H2O / 12 h / 20 °C
11: 68 percent / Et3N / CH2Cl2 / 8 h / 20 °C
With
tetrachloromethane; lithium aluminium tetrahydride; L-(+)-diisopropyl tartrate; Cumene hydroperoxide; 4 A molecular sieve; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; triethylamine; triphenylphosphine; lithium diisopropyl amide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
titanium(IV) isopropylate; platinum(IV) oxide;
In
tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; benzene;
4: Wittig olefination;
DOI:10.1016/j.tetasy.2005.01.044
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 81 percent / IBX / dimethylsulfoxide / 4 h / 0 - 20 °C
2: 76 percent / benzene / 6 h / Heating
3: 88 percent / DIBAL-H / CH2Cl2; hexane / 2 h / -20 °C
4: 65 percent / (+)-DIPT; cumene hydroperoxide; molecular sieves 4 Angstroem / Ti(OiPr)4 / CH2Cl2 / 3 h / -20 °C
5: 95 percent / Ph3P; NaHCO3; CCl4 / 3 h / Heating
6: 94 percent / LDA / tetrahydrofuran; hexane / 3 h / -40 °C
7: 83 percent / Et3N / CH2Cl2 / 0.5 h / 0 - 20 °C
8: 92 percent / acetic acid / H2O / 12 h / 20 °C
9: 68 percent / Et3N / CH2Cl2 / 8 h / 20 °C
With
tetrachloromethane; L-(+)-diisopropyl tartrate; Cumene hydroperoxide; 4 A molecular sieve; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; triethylamine; triphenylphosphine; lithium diisopropyl amide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
titanium(IV) isopropylate;
In
tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; benzene;
2: Wittig olefination;
DOI:10.1016/j.tetasy.2005.01.044
