Technology Process of (3R,5R)-3-Benzyloxy-5-(4-methoxy-benzyloxy)-decanoic acid 2-(toluene-4-sulfonyl)-ethyl ester
There total 13 articles about (3R,5R)-3-Benzyloxy-5-(4-methoxy-benzyloxy)-decanoic acid 2-(toluene-4-sulfonyl)-ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine;
In
tetrahydrofuran; toluene;
at 20 ℃;
for 16h;
DOI:10.1016/j.tetlet.2004.08.052
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 85 percent / benzene / 2 h / Heating
2: 79 percent / DIBAL-H / CH2Cl2 / 3 h / 20 °C
3: 83 percent / cumene hydroperoxide; (-)-DIPT; Ti(Oi-Pr)4 / CH2Cl2 / 3 h / -20 °C
4: 80 percent / NaAlH2(OCH2CH2OMe)2 / tetrahydrofuran / 5 h / 0 °C
5: 84 percent / imidazole / CH2Cl2 / 6 h / 20 °C
6: 78 percent / NaH / tetrahydrofuran / 4 h / 0 - 20 °C
7: 89 percent / TBAF / CH2Cl2 / 10 h / 20 °C
8: 94 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / 3 h / -78 °C
9: 83 percent / NaClO2; aq. H2O2 / 2-methyl-propan-2-ol / 10 h / 0 - 20 °C
10: 68 percent / 2,4,6-trichlorobenzoyl chloride; Et3N; DMAP / tetrahydrofuran; toluene / 16 h / 20 °C
With
1H-imidazole; titanium(IV) isopropylate; dmap; sodium chlorite; oxalyl dichloride; Cumene hydroperoxide; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; dichloromethane; toluene; tert-butyl alcohol; benzene;
3: Sharpless asymmetric epoxidation / 8: Swern oxidation;
DOI:10.1016/j.tetlet.2004.08.052
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 83 percent / cumene hydroperoxide; (-)-DIPT; Ti(Oi-Pr)4 / CH2Cl2 / 3 h / -20 °C
2: 80 percent / NaAlH2(OCH2CH2OMe)2 / tetrahydrofuran / 5 h / 0 °C
3: 84 percent / imidazole / CH2Cl2 / 6 h / 20 °C
4: 78 percent / NaH / tetrahydrofuran / 4 h / 0 - 20 °C
5: 89 percent / TBAF / CH2Cl2 / 10 h / 20 °C
6: 94 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / 3 h / -78 °C
7: 83 percent / NaClO2; aq. H2O2 / 2-methyl-propan-2-ol / 10 h / 0 - 20 °C
8: 68 percent / 2,4,6-trichlorobenzoyl chloride; Et3N; DMAP / tetrahydrofuran; toluene / 16 h / 20 °C
With
1H-imidazole; titanium(IV) isopropylate; dmap; sodium chlorite; oxalyl dichloride; Cumene hydroperoxide; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; dichloromethane; toluene; tert-butyl alcohol;
1: Sharpless asymmetric epoxidation / 6: Swern oxidation;
DOI:10.1016/j.tetlet.2004.08.052
