Technology Process of ((2S,3S)-3-(2-(benzyloxy)ethyl)oxiran-2-yl)methanol
There total 13 articles about ((2S,3S)-3-(2-(benzyloxy)ethyl)oxiran-2-yl)methanol 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
titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate;
In
dichloromethane;
at -20 ℃;
for 12h;
DOI:10.1016/j.tetlet.2004.08.156
- Guidance literature:
-
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; (-)-diisopropyl tartrate;
In
dichloromethane;
1.) -23 deg C, 5 min, 2.) -20 deg C, 20 h;
DOI:10.1021/jo00187a001
- Guidance literature:
-
Multi-step reaction with 4 steps
1: DMSO; oxalyl chloride; Et3N / CH2Cl2 / -78 - 20 °C
2: CH2Cl2 / 36 h / 20 °C
3: 92 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 3 h / -20 °C
4: diethyl (-)-tartrate; Ti(O-iPr)4; tBuOOH / molecular sieves 4A / CH2Cl2; toluene / 13 h / -23 - -12 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; oxalyl dichloride; diethyl (2S,3S)-tartrate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
4 A molecular sieve;
In
tetrahydrofuran; dichloromethane; toluene;
1: Swern oxidation / 2: Wittig reaction / 4: Sharpless asymmetric epoxidation;
DOI:10.1021/ja0469075
