Technology Process of ((4R,6S)-6-{(E)-2-[4-(4-Fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-2,2-dimethyl-[1,3]dioxan-4-yl)-acetic acid tert-butyl ester
There total 9 articles about ((4R,6S)-6-{(E)-2-[4-(4-Fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-vinyl}-2,2-dimethyl-[1,3]dioxan-4-yl)-acetic acid tert-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 100 percent / LDA / tetrahydrofuran / 1.75 h / -70 - -15 °C
2: 1). Et3B; 2.) NaBH4, MeOH / 1.) THF, 23 deg C, 15 min; 2.) -70 deg C
3: 70 percent / p-toluenesulfonic acid / acetone / 2 h / 23 °C
4: 80 percent / Bu4NF / tetrahydrofuran / 3 h / 0 °C
5: 97 percent / Swern oxidation; (further oxidizing agents)
6: n-BuLi / tetrahydrofuran / 0 °C / further reaction conditions
With
methanol; sodium tetrahydroborate; n-butyllithium; triethyl borane; tetrabutyl ammonium fluoride; lithium diisopropyl amide;
toluene-4-sulfonic acid;
In
tetrahydrofuran; acetone;
DOI:10.1016/0040-4039(90)80121-2
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 70 percent / p-toluenesulfonic acid / acetone / 2 h / 23 °C
2: 80 percent / Bu4NF / tetrahydrofuran / 3 h / 0 °C
3: 97 percent / Swern oxidation; (further oxidizing agents)
4: n-BuLi / tetrahydrofuran / 0 °C / further reaction conditions
With
n-butyllithium; tetrabutyl ammonium fluoride;
toluene-4-sulfonic acid;
In
tetrahydrofuran; acetone;
DOI:10.1016/0040-4039(90)80121-2
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1). Et3B; 2.) NaBH4, MeOH / 1.) THF, 23 deg C, 15 min; 2.) -70 deg C
2: 70 percent / p-toluenesulfonic acid / acetone / 2 h / 23 °C
3: 80 percent / Bu4NF / tetrahydrofuran / 3 h / 0 °C
4: 97 percent / Swern oxidation; (further oxidizing agents)
5: n-BuLi / tetrahydrofuran / 0 °C / further reaction conditions
With
methanol; sodium tetrahydroborate; n-butyllithium; triethyl borane; tetrabutyl ammonium fluoride;
toluene-4-sulfonic acid;
In
tetrahydrofuran; acetone;
DOI:10.1016/0040-4039(90)80121-2