Technology Process of 2-[3-(benzyloxy)-2-hydroxyphenyl]-1,3-dithiane
There total 1 articles about 2-[3-(benzyloxy)-2-hydroxyphenyl]-1,3-dithiane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
boron trifluoride diethyl etherate; sodium sulfate;
In
chloroform;
at 20 ℃;
for 2h;
DOI:10.1021/jo960291n
- Guidance literature:
-
2-[3-(benzyloxy)-2-hydroxyphenyl]-1,3-dithiane;
With
n-butyllithium;
In
tetrahydrofuran;
at -40 - 0 ℃;
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 8h;
DOI:10.1021/jo960291n
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: n-BuLi / tetrahydrofuran / -40 - 0 °C
1.2: 74 percent / tetrahydrofuran / 8 h / 0 - 20 °C
2.1: CuO; K2CO3 / pyridine / 1 h / Heating
2.2: 14 percent / Raney nickel / acetone; H2O / 3 h / 70 °C
3.1: NaH / dimethylformamide / 1 h
3.2: 84 percent / dimethylformamide / 18 h / 20 °C
4.1: 82 percent / N-methylmorpholine N-oxide monohydrate / OsO4 / tetrahydrofuran / 20 °C
5.1: 96 percent / H2SO4 / acetic acid / 0.05 h / 20 °C
6.1: 98 percent / NaBH4 / methanol
7.1: 52 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 3 h / 20 °C
8.1: 87 percent / H2 / Pd/C / methanol; CH2Cl2 / 1.5 h / 760 Torr
With
sodium tetrahydroborate; n-butyllithium; sulfuric acid; hydrogen; sodium hydride; potassium carbonate; 4-methylmorpholine N-oxide; triphenylphosphine; copper(II) oxide; diethylazodicarboxylate;
palladium on activated charcoal; osmium(VIII) oxide;
In
tetrahydrofuran; pyridine; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
1.1: Metallation / 1.2: Alkylation / 2.1: Ullmann reaction / 2.2: Reduction / 3.1: Metallation / 3.2: O-benzylation / 4.1: hydroxylation / 5.1: Rearrangement / 6.1: Reduction / 7.1: Mitsunobu reaction / 8.1: Hydrogenolysis;
DOI:10.1021/jo960291n