Technology Process of 3-((2S,3S,4S,4aR,8aR)-3,4-Bis-benzyloxy-octahydro-pyrano[3,2-b]pyran-2-yl)-propan-1-ol
There total 12 articles about 3-((2S,3S,4S,4aR,8aR)-3,4-Bis-benzyloxy-octahydro-pyrano[3,2-b]pyran-2-yl)-propan-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 20 ℃;
for 12h;
DOI:10.1055/s-1999-3646
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: PPTs / CH2Cl2 / 20 °C
2.1: NaH / tetrahydrofuran; dimethylformamide / 0 - 20 °C
3.1: DIBAL / CH2Cl2 / -20 °C
4.1: pyridine; DMAP / CH2Cl2 / 20 °C
5.1: 18-crown-6 / dimethylformamide / 80 °C
6.1: DDQ; H2O / CH2Cl2 / 20 °C
7.1: 2,6-lutidine / CH2Cl2 / 0 - 20 °C
8.1: DIBAL / CH2Cl2 / -78 °C
9.1: (TMS)2NNa / tetrahydrofuran / 0 °C
10.1: 9-BBN / tetrahydrofuran
10.2: H2O2; NaOH / tetrahydrofuran
11.1: pyridine / 20 °C
12.1: 91 percent / TBAF / tetrahydrofuran / 12 h / 20 °C
With
pyridine; 2,6-dimethylpyridine; dmap; 9-borabicyclo[3.3.1]nonane dimer; 18-crown-6 ether; tetrabutyl ammonium fluoride; water; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
1.1: Condensation / 2.1: Etherification / 3.1: Reduction / 4.1: Tosylation / 5.1: Substitution / 6.1: Hydrolysis / 7.1: Etherification / 8.1: Reduction / 9.1: Condensation / 10.1: Addition / 10.2: Oxidation / 11.1: Tosylation / 12.1: Cyclization;
DOI:10.1055/s-1999-3646
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: NaH / tetrahydrofuran; dimethylformamide / 0 - 20 °C
2.1: DIBAL / CH2Cl2 / -20 °C
3.1: pyridine; DMAP / CH2Cl2 / 20 °C
4.1: 18-crown-6 / dimethylformamide / 80 °C
5.1: DDQ; H2O / CH2Cl2 / 20 °C
6.1: 2,6-lutidine / CH2Cl2 / 0 - 20 °C
7.1: DIBAL / CH2Cl2 / -78 °C
8.1: (TMS)2NNa / tetrahydrofuran / 0 °C
9.1: 9-BBN / tetrahydrofuran
9.2: H2O2; NaOH / tetrahydrofuran
10.1: pyridine / 20 °C
11.1: 91 percent / TBAF / tetrahydrofuran / 12 h / 20 °C
With
pyridine; 2,6-dimethylpyridine; dmap; 9-borabicyclo[3.3.1]nonane dimer; 18-crown-6 ether; tetrabutyl ammonium fluoride; water; sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
1.1: Etherification / 2.1: Reduction / 3.1: Tosylation / 4.1: Substitution / 5.1: Hydrolysis / 6.1: Etherification / 7.1: Reduction / 8.1: Condensation / 9.1: Addition / 9.2: Oxidation / 10.1: Tosylation / 11.1: Cyclization;
DOI:10.1055/s-1999-3646
![Toluene-4-sulfonic acid 3-{(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-2-yl}-propyl ester](/Databaselist/images/loading.webp)
