Technology Process of 1α,6α-di-(4-methoxy-benzyloxy)-10-epi-eudesm-4(5)-en-3-one
There total 9 articles about 1α,6α-di-(4-methoxy-benzyloxy)-10-epi-eudesm-4(5)-en-3-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: H2 / Pd/C / ethanol / 30 h
1.2: 90 percent / NEt3 / dimethylformamide / 48 h / Heating
2.1: 670 mg / TiCl4 / CH2Cl2 / -78 - -40 °C
3.1: 85 percent / p-TsOH / CH2Cl2 / 24 h / 20 °C
4.1: NaOH / methanol / 3 h / 0 °C
5.1: 1.06 g / PCC; pyridine; SiO2 / CH2Cl2 / 20 °C
6.1: tetrahydrofuran / 0.5 h / -78 °C
7.1: 880 mg / PCC; pyridine; SiO2 / CH2Cl2 / 48 h / 20 °C
8.1: NaOMe / methanol / 2 h / 20 °C
8.2: 87 percent / MsCl; NEt3 / CH2Cl2 / 8 h / 20 °C
9.1: 82 percent / NaOAc; DMAP / 0.33 h / Heating
10.1: 83 percent / m-CPBA / CH2Cl2 / 24 h / 20 °C
11.1: 82 percent / p-TsOH / CH2Cl2 / 24 h / 20 °C
With
pyridine; dmap; sodium hydroxide; hydrogen; sodium methylate; sodium acetate; silica gel; titanium tetrachloride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; dichloromethane;
2.1: Mukaiyama aldol reaction;
DOI:10.1016/j.tet.2004.05.056
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 85 percent / p-TsOH / CH2Cl2 / 24 h / 20 °C
2.1: NaOH / methanol / 3 h / 0 °C
3.1: 1.06 g / PCC; pyridine; SiO2 / CH2Cl2 / 20 °C
4.1: tetrahydrofuran / 0.5 h / -78 °C
5.1: 880 mg / PCC; pyridine; SiO2 / CH2Cl2 / 48 h / 20 °C
6.1: NaOMe / methanol / 2 h / 20 °C
6.2: 87 percent / MsCl; NEt3 / CH2Cl2 / 8 h / 20 °C
7.1: 82 percent / NaOAc; DMAP / 0.33 h / Heating
8.1: 83 percent / m-CPBA / CH2Cl2 / 24 h / 20 °C
9.1: 82 percent / p-TsOH / CH2Cl2 / 24 h / 20 °C
With
pyridine; dmap; sodium hydroxide; sodium methylate; sodium acetate; silica gel; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2004.05.056
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: tetrahydrofuran / 0.5 h / -78 °C
2.1: 880 mg / PCC; pyridine; SiO2 / CH2Cl2 / 48 h / 20 °C
3.1: NaOMe / methanol / 2 h / 20 °C
3.2: 87 percent / MsCl; NEt3 / CH2Cl2 / 8 h / 20 °C
4.1: 82 percent / NaOAc; DMAP / 0.33 h / Heating
5.1: 83 percent / m-CPBA / CH2Cl2 / 24 h / 20 °C
6.1: 82 percent / p-TsOH / CH2Cl2 / 24 h / 20 °C
With
pyridine; dmap; sodium methylate; sodium acetate; silica gel; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2004.05.056