Technology Process of (R)-5-((4E,8E)-(R)-12-Benzyloxy-1-hydroxy-dodeca-4,8-dienyl)-dihydro-furan-2-one
There total 9 articles about (R)-5-((4E,8E)-(R)-12-Benzyloxy-1-hydroxy-dodeca-4,8-dienyl)-dihydro-furan-2-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
toluene-4-sulfonic acid;
In
dichloromethane;
at 20 ℃;
for 1h;
DOI:10.1021/jo050697c
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 60 percent / diethyl ether; tetrahydrofuran / 1 h / -78 °C
2.1: L-(+)-diethyl tartrate; Ti(O-iPr)4; tert-BuOOH / CH2Cl2; hexane / 48 h / -20 °C
3.1: n-BuLi; iPr2NH / tetrahydrofuran; hexane / 0.42 h
3.2: tetrahydrofuran; hexane / 3 h / Heating
3.3: PTSA*H2O / benzene / 1 h / Heating
4.1: diisopropyl azodicarboxylate; PPh3 / tetrahydrofuran / 12 h / 20 °C
5.1: aqueous NaOH / methanol / 2 h / 60 °C
6.1: PTSA*H2O / CH2Cl2 / 1 h / 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; n-butyllithium; diethyl (2R,3R)-tartrate; di-isopropyl azodicarboxylate; toluene-4-sulfonic acid; diisopropylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane;
2.1: Sharpless asymmetric epoxidation / 4.1: Mitsunobu reaction;
DOI:10.1021/jo050697c
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 91 percent / DMSO; oxalyl chloride; Et3N / CH2Cl2 / 1.5 h / -78 - 0 °C
2.1: 60 percent / diethyl ether; tetrahydrofuran / 1 h / -78 °C
3.1: L-(+)-diethyl tartrate; Ti(O-iPr)4; tert-BuOOH / CH2Cl2; hexane / 48 h / -20 °C
4.1: n-BuLi; iPr2NH / tetrahydrofuran; hexane / 0.42 h
4.2: tetrahydrofuran; hexane / 3 h / Heating
4.3: PTSA*H2O / benzene / 1 h / Heating
5.1: diisopropyl azodicarboxylate; PPh3 / tetrahydrofuran / 12 h / 20 °C
6.1: aqueous NaOH / methanol / 2 h / 60 °C
7.1: PTSA*H2O / CH2Cl2 / 1 h / 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; n-butyllithium; oxalyl dichloride; diethyl (2R,3R)-tartrate; di-isopropyl azodicarboxylate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; diisopropylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane;
1.1: Swern oxidation / 3.1: Sharpless asymmetric epoxidation / 5.1: Mitsunobu reaction;
DOI:10.1021/jo050697c
