Technology Process of methyl 6E,8E-(RS,S)-(-)-3-oxo-5-N-(p-toluenesulfinylamino)-deca-6,8-dienoate
There total 5 articles about methyl 6E,8E-(RS,S)-(-)-3-oxo-5-N-(p-toluenesulfinylamino)-deca-6,8-dienoate 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
sodium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 ℃;
for 1.5h;
DOI:10.1021/ol005580j
- Guidance literature:
-
acetic acid methyl ester;
With
sodium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 ℃;
for 0.5h;
methyl 4E,6E-(RS,S)-(-)-3-N-(p-toluenesulfonylamine)-octa-4,6-dienoate;
In
tetrahydrofuran;
at -78 - -20 ℃;
for 8.5h;
Further stages.;
DOI:10.1021/ol005580j
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 95 percent / Ti(OEt)4 / CH2Cl2 / 20 °C
2.1: NaHMDS / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C
2.2: 85 percent / diethyl ether; tetrahydrofuran; diethyl ether / 5 h / -78 °C
3.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C
3.2: 76 percent / tetrahydrofuran / 8.5 h / -78 - -20 °C
With
titanium(IV) tetraethanolate; sodium hexamethyldisilazane;
In
tetrahydrofuran; diethyl ether; dichloromethane;
1.1: Condensation / 2.1: Addition / 2.2: Addition / 3.1: Substitution / 3.2: Condensation;
DOI:10.1021/ol005580j