Technology Process of (1R,2S)-(-)-2-(2-oxo-2-phenylethyl)cyclopentanecarboxylic acid methyl ester
There total 13 articles about (1R,2S)-(-)-2-(2-oxo-2-phenylethyl)cyclopentanecarboxylic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 4 steps
1: 73 percent / TEMPO; KBr; aq. NaOCl / NaHCO3 / CH2Cl2 / 0.5 h / -10 °C
2: (4R)-N-(naphthyl)-2,2-Me2-thiazolidine-4-carboxamide*CF3COOH / acetone / 4 h / 0 °C
3: NaClO2; NaH2PO4*H2O; 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O / 0 - 20 °C
4: 100 percent / diethyl ether / 0 °C
With
2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; (4R)-N-(naphthyl)-2,2-Me2-thiazolidine-4-carboxamide trifluoroacetate; potassium bromide;
sodium hydrogencarbonate;
In
diethyl ether; dichloromethane; water; acetone; tert-butyl alcohol;
2: Michael reaction;
DOI:10.1021/ja055740s
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 80 percent / TEMPO; KBr; aq. NaOCl / NaHCO3 / CH2Cl2 / 0.5 h / -10 °C
2.1: LDA / tetrahydrofuran / 1 h / -78 °C
2.2: 71 percent / tetrahydrofuran / 1 h / -78 °C
3.1: 90 percent / Ac2O; pyridine; DMAP / 48 h / 50 °C
4.1: 88 percent / aq. TsOH / tetrahydrofuran / 12 h / 50 °C
5.1: 73 percent / TEMPO; KBr; aq. NaOCl / NaHCO3 / CH2Cl2 / 0.5 h / -10 °C
6.1: (4R)-N-(naphthyl)-2,2-Me2-thiazolidine-4-carboxamide*CF3COOH / acetone / 4 h / 0 °C
7.1: NaClO2; NaH2PO4*H2O; 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O / 0 - 20 °C
8.1: 100 percent / diethyl ether / 0 °C
With
pyridine; dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; (4R)-N-(naphthyl)-2,2-Me2-thiazolidine-4-carboxamide trifluoroacetate; acetic anhydride; toluene-4-sulfonic acid; potassium bromide; lithium diisopropyl amide;
sodium hydrogencarbonate;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; acetone; tert-butyl alcohol;
6.1: Michael reaction;
DOI:10.1021/ja055740s