Technology Process of (1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-2-(4-fluorophenyl)cyclopropanecarboxylic acid
There total 10 articles about (1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-2-(4-fluorophenyl)cyclopropanecarboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene;
In
water; acetone;
at 20 ℃;
for 2h;
DOI:10.1021/acs.jmedchem.5b00217
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / Cooling with ice
1.2: 5 h / 0 - 20 °C
1.3: 8 h / Reflux
2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 2 h / 0 - 20 °C
3.1: lipase acrylic resin from Candida antarctica / tetrahydrofuran / 17 h / 20 °C / Cooling with ice; Enzymatic reaction
4.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.5 h / 0 - 20 °C
5.1: sodium hydroxide / ethanol; water / 1 h
6.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.5 h / -78 °C
6.2: 1 h / -78 - 20 °C
7.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; acetone / 2 h / 20 °C
With
sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; di-isopropyl azodicarboxylate; sodium hexamethyldisilazane; dimethyl sulfoxide; triphenylphosphine; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone;
4.1: |Mitsunobu Displacement / 6.1: |Swern Oxidation / 6.2: |Swern Oxidation;
DOI:10.1021/acs.jmedchem.5b00217
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: lipase acrylic resin from Candida antarctica / tetrahydrofuran / 17 h / 20 °C / Cooling with ice; Enzymatic reaction
2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.5 h / 0 - 20 °C
3.1: sodium hydroxide / ethanol; water / 1 h
4.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.5 h / -78 °C
4.2: 1 h / -78 - 20 °C
5.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; acetone / 2 h / 20 °C
With
sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; di-isopropyl azodicarboxylate; dimethyl sulfoxide; triphenylphosphine; sodium hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; water; acetone;
2.1: |Mitsunobu Displacement / 4.1: |Swern Oxidation / 4.2: |Swern Oxidation;
DOI:10.1021/acs.jmedchem.5b00217
