Technology Process of Benzoic acid (R)-1-[(2S,3S)-3-(3-methoxy-phenyl)-oxiranyl]-ethyl ester
There total 4 articles about Benzoic acid (R)-1-[(2S,3S)-3-(3-methoxy-phenyl)-oxiranyl]-ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 96 percent / cerium(III) chloride heptahydrate, NaBH4 / methanol / 1.) -78 deg C, 15 min; 2.) room temp., 30 min
2: 48 percent / L-(+)-diisopropyl tartrate, titanium tetraisopropoxide, 3.0 M tert-butyl hydroperoxide / CH2Cl2; 2,2,4-trimethyl-pentane / 3 h / -20 °C
3: triphenylphosphine, diethyl azodicarboxylate / benzene; tetrahydrofuran / 1 h / Ambient temperature
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; cerium(III) chloride; L-(+)-diisopropyl tartrate; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; methanol; 2,2,4-trimethylpentane; dichloromethane; benzene;
DOI:10.1021/jo00002a048
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 48 percent / L-(+)-diisopropyl tartrate, titanium tetraisopropoxide, 3.0 M tert-butyl hydroperoxide / CH2Cl2; 2,2,4-trimethyl-pentane / 3 h / -20 °C
2: triphenylphosphine, diethyl azodicarboxylate / benzene; tetrahydrofuran / 1 h / Ambient temperature
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; 2,2,4-trimethylpentane; dichloromethane; benzene;
DOI:10.1021/jo00002a048
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 70 percent / NaOH / H2O / 1 h / Ambient temperature
2: 96 percent / cerium(III) chloride heptahydrate, NaBH4 / methanol / 1.) -78 deg C, 15 min; 2.) room temp., 30 min
3: 48 percent / L-(+)-diisopropyl tartrate, titanium tetraisopropoxide, 3.0 M tert-butyl hydroperoxide / CH2Cl2; 2,2,4-trimethyl-pentane / 3 h / -20 °C
4: triphenylphosphine, diethyl azodicarboxylate / benzene; tetrahydrofuran / 1 h / Ambient temperature
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; sodium tetrahydroborate; cerium(III) chloride; L-(+)-diisopropyl tartrate; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; methanol; 2,2,4-trimethylpentane; dichloromethane; water; benzene;
DOI:10.1021/jo00002a048
