Technology Process of Cyclopentaneheptanoic acid,
3,5-dihydroxy-2-[3-hydroxy-4-(phenylamino)butyl]-, methyl ester,
(1R,2R,3R,5S)-
There total 6 articles about Cyclopentaneheptanoic acid,
3,5-dihydroxy-2-[3-hydroxy-4-(phenylamino)butyl]-, methyl ester,
(1R,2R,3R,5S)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
pyridine; hydrogen fluoride;
In
acetonitrile;
at 0 ℃;
for 5h;
DOI:10.1021/jm990542v
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: Mg; I2 / tetrahydrofuran / 3 h / Heating
1.2: 71 percent / CuBr*DMS / tetrahydrofuran / 2.25 h / -78 - 20 °C
2.1: 61 percent / NaBH4 / methanol / 25 h / -78 - -40 °C
3.1: 73 percent / m-CPBA; sodium bicarbonate / CH2Cl2 / 20 h / 20 °C
4.1: magnesium perchlorate / tetrahydrofuran / 3 h / Heating
5.1: HF/pyridine / acetonitrile / 5 h / 0 °C
With
pyridine; sodium tetrahydroborate; magnesium(II) perchlorate; hydrogen fluoride; iodine; sodium hydrogencarbonate; magnesium; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile;
1.1: Grignard reaction / 1.2: Addition / 2.1: Reduction / 3.1: Epoxidation / 4.1: Ring cleavage / 5.1: desilylation;
DOI:10.1021/jm990542v
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 89 percent / 2,6-lutidine / CH2Cl2 / 15 h / -78 - 20 °C
2.1: Mg; I2 / tetrahydrofuran / 3 h / Heating
2.2: 71 percent / CuBr*DMS / tetrahydrofuran / 2.25 h / -78 - 20 °C
3.1: 61 percent / NaBH4 / methanol / 25 h / -78 - -40 °C
4.1: 73 percent / m-CPBA; sodium bicarbonate / CH2Cl2 / 20 h / 20 °C
5.1: magnesium perchlorate / tetrahydrofuran / 3 h / Heating
6.1: HF/pyridine / acetonitrile / 5 h / 0 °C
With
pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; magnesium(II) perchlorate; hydrogen fluoride; iodine; sodium hydrogencarbonate; magnesium; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile;
1.1: silylation / 2.1: Grignard reaction / 2.2: Addition / 3.1: Reduction / 4.1: Epoxidation / 5.1: Ring cleavage / 6.1: desilylation;
DOI:10.1021/jm990542v