Technology Process of 1,4-Dioxane-2-carboxylic acid,
3-(hydroxyphenylmethyl)-5,6-dimethoxy-5,6-dimethyl-, (2R,3S,5R,6R)-
There total 5 articles about 1,4-Dioxane-2-carboxylic acid,
3-(hydroxyphenylmethyl)-5,6-dimethoxy-5,6-dimethyl-, (2R,3S,5R,6R)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
[(2S,3R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-3-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-1,4-dioxan-2-yl]phenylmethanol;
With
hydrogenchloride;
In
tetrahydrofuran; water;
at 0 ℃;
for 0.666667h;
pH=1;
With
lithium hydroxide;
In
tetrahydrofuran; water;
for 4.66h;
pH=11;
Heating;
DOI:10.1002/ejoc.200300750
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 86 percent / potassium hydroxide / methanol / 2.5 h / Heating
2.1: 77 percent / 4-dimethylaminopyridine; 1,3-dicyclohexylcarbodiimide / CH2Cl2 / 4 h / 0 °C
3.1: 82 percent / BF3*Et2O / CH2Cl2 / 1 h / 20 °C
4.1: 68 percent / LiAlH4 / tetrahydrofuran / 3 h / Heating
5.1: (COCl)2; DMSO; Et3N / CH2Cl2 / 0.67 h / -60 - -50 °C
6.1: 72 percent / hexane; tetrahydrofuran / 1.33 h / Heating
7.1: HCl / tetrahydrofuran; H2O / 0.67 h / 0 °C / pH 1
7.2: LiOH / tetrahydrofuran; H2O / 4.66 h / pH 11 / Heating
With
hydrogenchloride; dmap; potassium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; boron trifluoride diethyl etherate; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water;
5.1: Swern oxidation / 6.1: Grignard reaction;
DOI:10.1002/ejoc.200300750
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 77 percent / 4-dimethylaminopyridine; 1,3-dicyclohexylcarbodiimide / CH2Cl2 / 4 h / 0 °C
2.1: 82 percent / BF3*Et2O / CH2Cl2 / 1 h / 20 °C
3.1: 68 percent / LiAlH4 / tetrahydrofuran / 3 h / Heating
4.1: (COCl)2; DMSO; Et3N / CH2Cl2 / 0.67 h / -60 - -50 °C
5.1: 72 percent / hexane; tetrahydrofuran / 1.33 h / Heating
6.1: HCl / tetrahydrofuran; H2O / 0.67 h / 0 °C / pH 1
6.2: LiOH / tetrahydrofuran; H2O / 4.66 h / pH 11 / Heating
With
hydrogenchloride; dmap; lithium aluminium tetrahydride; oxalyl dichloride; boron trifluoride diethyl etherate; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; hexane; dichloromethane; water;
4.1: Swern oxidation / 5.1: Grignard reaction;
DOI:10.1002/ejoc.200300750
![[(2S,3R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-3-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-1,4-dioxan-2-yl]phenylmethanol](/Databaselist/images/loading.webp)
