Technology Process of methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3R,5S)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopentyl]-6-oxoheptanoate
There total 13 articles about methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3R,5S)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopentyl]-6-oxoheptanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
pyridine; pyridine hydrogenfluoride;
In
acetonitrile;
for 4h;
Ambient temperature;
DOI:10.1039/P19960000715
- Guidance literature:
-
Multi-step reaction with 6 steps
1: conc. H2SO4 / 10 h / Ambient temperature
2: 1.) (c-C6H11)2BH, 2.) aq. NaOH / 2.) Pd(PPh3)4 / 1.) THF, r.t., 1 h, 2.) benzene, 65 deg C, 1 h
3: 70percent m-CPBA / CH2Cl2 / 1 h / Ambient temperature
4: BF3*Et2O, MeOH / 0.5 h / 0 °C
5: 1.) t-BuLi, 2-thienyl(cyano)copper lithium / 1.) pentane, Et2O, -78 deg C, 30 min; THF, -78 deg C, 30 min, 2.) -78 deg C, 1 h
6: 93 percent / HF*pyridine, pyridine / acetonitrile / 4 h / Ambient temperature
With
pyridine; methanol; sodium hydroxide; 2-thienyl(cyano)copper lithium; sulfuric acid; boron trifluoride diethyl etherate; bis(cyclohexanyl)borane; tert.-butyl lithium; pyridine hydrogenfluoride; 3-chloro-benzenecarboperoxoic acid;
tetrakis(triphenylphosphine) palladium(0);
In
dichloromethane; acetonitrile;
DOI:10.1039/P19960000715
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 89 percent / NaBr, BF3*Et2O / acetone / 0.5 h / Ambient temperature
2: 1.) (c-C6H11)2BH, 2.) aq. NaOH / 2.) Pd(PPh3)4 / 1.) THF, r.t., 1 h, 2.) benzene, 65 deg C, 1 h
3: 70percent m-CPBA / CH2Cl2 / 1 h / Ambient temperature
4: BF3*Et2O, MeOH / 0.5 h / 0 °C
5: 1.) t-BuLi, 2-thienyl(cyano)copper lithium / 1.) pentane, Et2O, -78 deg C, 30 min; THF, -78 deg C, 30 min, 2.) -78 deg C, 1 h
6: 93 percent / HF*pyridine, pyridine / acetonitrile / 4 h / Ambient temperature
With
pyridine; methanol; sodium hydroxide; 2-thienyl(cyano)copper lithium; boron trifluoride diethyl etherate; bis(cyclohexanyl)borane; tert.-butyl lithium; pyridine hydrogenfluoride; 3-chloro-benzenecarboperoxoic acid; sodium bromide;
tetrakis(triphenylphosphine) palladium(0);
In
dichloromethane; acetone; acetonitrile;
DOI:10.1039/P19960000715