Technology Process of (2R,4aR,5S)-5-(benzyloxy)-2-[-(methoxymethoxy)ethyl]-4a,5,6,7-tetrahydropyrido[1,2-b][1,2]oxazin-8(2H)-one
There total 9 articles about (2R,4aR,5S)-5-(benzyloxy)-2-[-(methoxymethoxy)ethyl]-4a,5,6,7-tetrahydropyrido[1,2-b][1,2]oxazin-8(2H)-one 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
tetrapropylammonium periodate;
In
water; N,N-dimethyl-formamide;
at 0 ℃;
for 0.5h;
DOI:10.1021/jo001589n
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 97 percent / DIBAL-H / tetrahydrofuran; hexane / 0.5 h / 20 °C
2: 85 percent / MnO2 / CH2Cl2 / 3 h / 20 °C
3: 69 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0 - 20 °C
4: 98 percent / N,N-diisopropylethylamine / CH2Cl2 / 3 h / Heating
5: 99 percent / DIBAL-H / CH2Cl2; hexane / 4 h / 0 °C
6: 90 percent / 4-dimethylaminopyridine; triethylamine / CH2Cl2 / 3 h / 0 °C
7: 91 percent / dimethylsulfoxide / 1 h / 50 °C
8: NaOH / H2O / 4 h / Heating
9: 86 percent / diethyl ether / 0.5 h / 0 °C
10: 80 percent / hydroxylamine hydrochloride; KOH / methanol / 1 h / 0 °C
11: solid tetrapropylammonium (meta)periodate / H2O; dimethylformamide / 0.5 h / 0 °C
With
dmap; manganese(IV) oxide; potassium hydroxide; sodium hydroxide; tetrapropylammonium periodate; hydroxylamine hydrochloride; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
11: intramolecular Diels-Alder reaction;
DOI:10.1021/jo001589n
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 69 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0 - 20 °C
2: 98 percent / N,N-diisopropylethylamine / CH2Cl2 / 3 h / Heating
3: 99 percent / DIBAL-H / CH2Cl2; hexane / 4 h / 0 °C
4: 90 percent / 4-dimethylaminopyridine; triethylamine / CH2Cl2 / 3 h / 0 °C
5: 91 percent / dimethylsulfoxide / 1 h / 50 °C
6: NaOH / H2O / 4 h / Heating
7: 86 percent / diethyl ether / 0.5 h / 0 °C
8: 80 percent / hydroxylamine hydrochloride; KOH / methanol / 1 h / 0 °C
9: solid tetrapropylammonium (meta)periodate / H2O; dimethylformamide / 0.5 h / 0 °C
With
dmap; potassium hydroxide; sodium hydroxide; tetrapropylammonium periodate; hydroxylamine hydrochloride; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
9: intramolecular Diels-Alder reaction;
DOI:10.1021/jo001589n
