Technology Process of (+)-(R)-3-(4-methoxybenzyl)-4-((1R,4Z,8Z,13R,15R)-15-methoxy-3-oxo-2,14-dioxa-bicyclo[11.3.1]heptadeca-4,8-dien-15-yl)oxazolidin-2-one
There total 13 articles about (+)-(R)-3-(4-methoxybenzyl)-4-((1R,4Z,8Z,13R,15R)-15-methoxy-3-oxo-2,14-dioxa-bicyclo[11.3.1]heptadeca-4,8-dien-15-yl)oxazolidin-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen;
Lindlar's catalyst;
In
dichloromethane;
under 760 Torr;
DOI:10.1002/chem.200601136
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 2.05 g / imidazole / dimethylformamide
2.1: Sudan Red 7B; ozone / methanol / -78 °C
2.2: 67 percent / PPh3 / methanol
3.1: TiCl4 / CH2Cl2 / 0.33 h / -78 °C
3.2: (iPr)2NEt / CH2Cl2 / 3 h / 0 °C
3.3: 28 percent / CH2Cl2 / 3 h / -78 °C
4.1: aq. HCl / tetrahydrofuran
4.2: 92 percent / camphorsulfonic acid / methanol
5.1: pyridine / CH2Cl2 / 4 h / -45 °C
6.1: 51.5 mg / NaH / tetrahydrofuran / 15 h / 20 °C
7.1: 71 percent / Mo[N(tBu)(3,5-dimethylphenyl)]3 / toluene; CH2Cl2 / 15 h / 80 °C
8.1: 100 percent / hydrogen / Lindlar / CH2Cl2 / 760 Torr
With
pyridine; 1H-imidazole; hydrogenchloride; N-ethyl-1-[{4-(phenylazo)-phenyl}-azo]-2-naphthalenylamine; hydrogen; titanium tetrachloride; sodium hydride; ozone;
Lindlar's catalyst; tris(N-tert-butyl-3,5-dimethylanilino)molybdenum(III);
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/chem.200601136
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: TiCl4 / CH2Cl2 / 0.33 h / -78 °C
1.2: (iPr)2NEt / CH2Cl2 / 3 h / 0 °C
1.3: 28 percent / CH2Cl2 / 3 h / -78 °C
2.1: aq. HCl / tetrahydrofuran
2.2: 92 percent / camphorsulfonic acid / methanol
3.1: pyridine / CH2Cl2 / 4 h / -45 °C
4.1: 51.5 mg / NaH / tetrahydrofuran / 15 h / 20 °C
5.1: 71 percent / Mo[N(tBu)(3,5-dimethylphenyl)]3 / toluene; CH2Cl2 / 15 h / 80 °C
6.1: 100 percent / hydrogen / Lindlar / CH2Cl2 / 760 Torr
With
pyridine; hydrogenchloride; hydrogen; titanium tetrachloride; sodium hydride;
Lindlar's catalyst; tris(N-tert-butyl-3,5-dimethylanilino)molybdenum(III);
In
tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/chem.200601136