Technology Process of (-)-7α-Hydroxy-3-oxo-6β-<3-oxo-1(E)-octenyl>-cis-2-oxabicyclo<3.3.0>octane
There total 1 articles about (-)-7α-Hydroxy-3-oxo-6β-<3-oxo-1(E)-octenyl>-cis-2-oxabicyclo<3.3.0>octane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 92 percent / conc. sulfuric acid / 1.) 80 deg C, 5 h, 2.) RT, 12 h
2: 6.2 g / sodium / methanol / 0.5 h / 0 °C
3: 97 percent / pyridine / 1 h / 60 °C
4: 62 percent / oxalyl chloride, DMSO / CH2Cl2 / 0.67 h / -60 °C
5: 72 percent / 50percent NaOH, triethylbenzylammonium chloride / 0.5 h / Ambient temperature
6: 93 percent / 40percent HF / acetonitrile / 0.25 h / Ambient temperature
With
pyridine; sodium hydroxide; oxalyl dichloride; sulfuric acid; hydrogen fluoride; N-benzyl-N,N,N-triethylammonium chloride; sodium; dimethyl sulfoxide;
In
methanol; dichloromethane; acetonitrile;
- Guidance literature:
-
With
N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl-formamide;
at 0 - 20 ℃;
for 4h;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); zinc(II) tetrahydroborate / 1,2-dimethoxyethane / 24 h / -15 - -10 °C
1.2: 1 h / 0 - 20 °C
2.1: C10H16NO(1-); potassium bromide; tetrabutylammomium bromide / dichloromethane / 0.17 h / 0 °C
2.2: 0.5 h / 5 °C
3.1: N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -40 - -25 °C
3.2: 20 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; zinc(II) tetrahydroborate; C10H16NO(1-); tetrabutylammomium bromide; sodium hexamethyldisilazane; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); potassium bromide;
In
tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;