Technology Process of 3-Hydroxy-4-((R)-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-benzoic acid ethyl ester
There total 8 articles about 3-Hydroxy-4-((R)-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-benzoic acid ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-[(E)-3-((R)-2,6,6-Trimethyl-tetrahydro-pyran-2-yl)-prop-2-en-(E)-ylidene]-succinic acid 1-ethyl ester;
With
triethylamine; trifluoroacetic anhydride;
In
tetrahydrofuran;
at 20 ℃;
for 2h;
With
sodium tetrahydroborate;
In
ethanol;
for 0.5h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: KMnO4; H2O / acetone / 4 h / 0 - 20 °C
1.2: (R)-(+)-1-phenylethylamine
2.1: diethyl ether
3.1: LiAlH4 / diethyl ether
4.1: (COCl)2; DMSO; Et3N / 2 h / -78 - 20 °C
5.1: CHCl3 / 8 h / Heating
6.1: DIBALH / 1 h / 0 °C
7.1: MnO2 / CHCl3 / 10 h / Heating
8.1: 86 percent / CHCl3 / 10 h / Heating
9.1: (CF3CO)2O; Et3N / tetrahydrofuran / 2 h / 20 °C
9.2: 73 percent / NaBH4 / ethanol / 0.5 h
With
manganese(IV) oxide; potassium permanganate; lithium aluminium tetrahydride; oxalyl dichloride; water; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride;
In
tetrahydrofuran; diethyl ether; chloroform; acetone;
1.1: Oxidation / 1.2: resolution of racemate / 2.1: Esterification / 3.1: Reduction / 4.1: Swern oxidation / 5.1: Wittig olefination / 6.1: Reduction / 7.1: Oxidation / 8.1: Wittig olefination / 9.1: Aromatisation / 9.2: Reduction;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: LiAlH4 / diethyl ether
2.1: (COCl)2; DMSO; Et3N / 2 h / -78 - 20 °C
3.1: CHCl3 / 8 h / Heating
4.1: DIBALH / 1 h / 0 °C
5.1: MnO2 / CHCl3 / 10 h / Heating
6.1: 86 percent / CHCl3 / 10 h / Heating
7.1: (CF3CO)2O; Et3N / tetrahydrofuran / 2 h / 20 °C
7.2: 73 percent / NaBH4 / ethanol / 0.5 h
With
manganese(IV) oxide; lithium aluminium tetrahydride; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride;
In
tetrahydrofuran; diethyl ether; chloroform;
1.1: Reduction / 2.1: Swern oxidation / 3.1: Wittig olefination / 4.1: Reduction / 5.1: Oxidation / 6.1: Wittig olefination / 7.1: Aromatisation / 7.2: Reduction;