Technology Process of tert-butyl (3R,αR)-3--2-oxo-3-phenylpropionate
There total 6 articles about tert-butyl (3R,αR)-3--2-oxo-3-phenylpropionate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
Yield given. Multistep reaction;
1) CH2Cl2, -60 deg C (2 min), -10 deg C (30 min); 2) CH2Cl2, -10 deg C (5 min), room temperature, 1.5 h;
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 2.) (+)-(camphorsulfonyl)oxaziridine / 1) THF, -78 deg C, 2 h; 2) THF, -78 deg C (1 h), -78 --> 0 deg C (15 min)
2: 1.) oxalyl chloride, dimethyl sulfoxide, 2.) Et3N / 1) CH2Cl2, -60 deg C (2 min), -10 deg C (30 min); 2) CH2Cl2, -10 deg C (5 min), room temperature, 1.5 h
With
oxalyl dichloride; (+)-(2S,8aS)-(camphorylsulfonyl)oxaziridine; dimethyl sulfoxide; triethylamine;
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / -78 °C / Inert atmosphere
1.2: 2 h / -78 °C / Inert atmosphere
1.3: 15 h / 20 °C / Inert atmosphere
2.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
2.2: 0.5 h / -78 - 20 °C / Inert atmosphere
With
n-butyllithium; oxalyl dichloride; dimethyl sulfoxide;
In
tetrahydrofuran; hexane; dichloromethane;
2.1: |Swern Oxidation / 2.2: |Swern Oxidation;
DOI:10.1016/j.tet.2013.08.007
