Technology Process of 2-O-benzyl <2,3,4,4a,9,10-hexahydro-(4aS,6Z,10aR)-pyrano<3,2-b>oxocin-6-yl>ethanol
There total 12 articles about 2-O-benzyl <2,3,4,4a,9,10-hexahydro-(4aS,6Z,10aR)-pyrano<3,2-b>oxocin-6-yl>ethanol 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 10 steps
1: 78 percent / ZnBr2 / diethyl ether / 0.33 h / -78 °C
2: 100 percent / H2 / Pd(OH)2 / ethyl acetate; methanol / 3 h / 25 °C
3: 1.) Ph3P, dipyridyl disulfide, 2.) AgClO4 / 1.) CH2Cl2, 30 min, 2.) toluene, reflux, 1.5 h
4: HF*pyridine / tetrahydrofuran / 2 h / Ambient temperature
5: NEt3, methanesulfonyl chloride, DBU / toluene / 3 h / 105 °C
6: 68 percent / Lawesson's reagent / toluene / 3.5 h / Heating
8: 84 percent / Ph3SnH, AIBN / toluene / 0.5 h / Heating
9: 71 percent / LiEt3BH / tetrahydrofuran / 1 h / 25 °C
10: 1.) KH / 1.) THF, RT, 1.5 h, 2.) 55 deg C, 3 h
With
Lawessons reagent; 2,2'-dipyridyldisulphide; 2,2'-azobis(isobutyronitrile); triphenylstannane; hydrogen; silver perchlorate; potassium hydride; lithium triethylborohydride; pyridine hydrogenfluoride; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; zinc dibromide;
palladium dihydroxide;
In
tetrahydrofuran; methanol; diethyl ether; ethyl acetate; toluene;
DOI:10.1021/ja00173a013
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 71 percent / oxalyl chloride, DMSO / CH2Cl2 / 0.5 h / -78 °C
2: 78 percent / ZnBr2 / diethyl ether / 0.33 h / -78 °C
3: 100 percent / H2 / Pd(OH)2 / ethyl acetate; methanol / 3 h / 25 °C
4: 1.) Ph3P, dipyridyl disulfide, 2.) AgClO4 / 1.) CH2Cl2, 30 min, 2.) toluene, reflux, 1.5 h
5: HF*pyridine / tetrahydrofuran / 2 h / Ambient temperature
6: NEt3, methanesulfonyl chloride, DBU / toluene / 3 h / 105 °C
7: 68 percent / Lawesson's reagent / toluene / 3.5 h / Heating
9: 84 percent / Ph3SnH, AIBN / toluene / 0.5 h / Heating
10: 71 percent / LiEt3BH / tetrahydrofuran / 1 h / 25 °C
11: 1.) KH / 1.) THF, RT, 1.5 h, 2.) 55 deg C, 3 h
With
Lawessons reagent; oxalyl dichloride; 2,2'-dipyridyldisulphide; 2,2'-azobis(isobutyronitrile); triphenylstannane; hydrogen; silver perchlorate; potassium hydride; lithium triethylborohydride; pyridine hydrogenfluoride; dimethyl sulfoxide; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; zinc dibromide;
palladium dihydroxide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/ja00173a013
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 100 percent / H2 / Pd(OH)2 / ethyl acetate; methanol / 3 h / 25 °C
2: 1.) Ph3P, dipyridyl disulfide, 2.) AgClO4 / 1.) CH2Cl2, 30 min, 2.) toluene, reflux, 1.5 h
3: HF*pyridine / tetrahydrofuran / 2 h / Ambient temperature
4: NEt3, methanesulfonyl chloride, DBU / toluene / 3 h / 105 °C
5: 68 percent / Lawesson's reagent / toluene / 3.5 h / Heating
7: 84 percent / Ph3SnH, AIBN / toluene / 0.5 h / Heating
8: 71 percent / LiEt3BH / tetrahydrofuran / 1 h / 25 °C
9: 1.) KH / 1.) THF, RT, 1.5 h, 2.) 55 deg C, 3 h
With
Lawessons reagent; 2,2'-dipyridyldisulphide; 2,2'-azobis(isobutyronitrile); triphenylstannane; hydrogen; silver perchlorate; potassium hydride; lithium triethylborohydride; pyridine hydrogenfluoride; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine;
palladium dihydroxide;
In
tetrahydrofuran; methanol; ethyl acetate; toluene;
DOI:10.1021/ja00173a013
