Technology Process of (4R,5S,2'R,6'R)-2,2-dimethyl-5-(6'-tert-butyldiphenylsilanyloxymethylpyran-2'-yl)-4-phenyl-[1,3]dioxolane
There total 10 articles about (4R,5S,2'R,6'R)-2,2-dimethyl-5-(6'-tert-butyldiphenylsilanyloxymethylpyran-2'-yl)-4-phenyl-[1,3]dioxolane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
camphor-10-sulfonic acid;
In
acetone;
for 0.5h;
DOI:10.1039/b602805e
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 100 percent / Li2CuCl4 / tetrahydrofuran / 0.25 h / -30 °C
2.1: sodium bicarbonate; O3 / CH2Cl2 / 0.5 h / -78 °C
2.2: 100 percent / PPh3 / CH2Cl2 / 16 h / 20 °C
3.1: 81 percent / KHMDS / toluene; tetrahydrofuran / 2 h / -78 - 0 °C
4.1: 97 percent / tetrahydrofuran; diethyl ether / 0.5 h / -30 °C
5.1: Et3N / CH2Cl2 / -78 - -30 °C
6.1: 1.13 g / TMSOTf / CH2Cl2 / 0.17 h / -30 °C
7.1: 100 percent / NaBH4 / methanol / 0.02 h / 0 °C
8.1: 99 percent / (+/-)-camphorsulfonic acid / acetone / 0.5 h
With
sodium tetrahydroborate; dilithium tetrachlorocuprate; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; potassium hexamethylsilazane; sodium hydrogencarbonate; ozone; triethylamine;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; toluene;
DOI:10.1039/b602805e
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 86 percent / Et3N; DMAP / CH2Cl2 / 72 h / 20 °C
2.1: 100 percent / Li2CuCl4 / tetrahydrofuran / 0.25 h / -30 °C
3.1: sodium bicarbonate; O3 / CH2Cl2 / 0.5 h / -78 °C
3.2: 100 percent / PPh3 / CH2Cl2 / 16 h / 20 °C
4.1: 81 percent / KHMDS / toluene; tetrahydrofuran / 2 h / -78 - 0 °C
5.1: 97 percent / tetrahydrofuran; diethyl ether / 0.5 h / -30 °C
6.1: Et3N / CH2Cl2 / -78 - -30 °C
7.1: 1.13 g / TMSOTf / CH2Cl2 / 0.17 h / -30 °C
8.1: 100 percent / NaBH4 / methanol / 0.02 h / 0 °C
9.1: 99 percent / (+/-)-camphorsulfonic acid / acetone / 0.5 h
With
dmap; sodium tetrahydroborate; dilithium tetrachlorocuprate; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; potassium hexamethylsilazane; sodium hydrogencarbonate; ozone; triethylamine;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; toluene;
DOI:10.1039/b602805e
