Technology Process of (3R,4R)-4-Benzyloxycarbonyloxy-3-((S)-2-formyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl ester
There total 9 articles about (3R,4R)-4-Benzyloxycarbonyloxy-3-((S)-2-formyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-ylmethyl)-2-[1-methoxy-meth-(E)-ylidene]-hexanoic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: t-BuOK / 2-methyl-propan-2-ol / 0.17 h / 20 °C
1.2: 88 percent / 2-methyl-propan-2-ol / 3 h / 20 °C
2.1: 100 percent / Et3SiH / Pd/C / acetone / 3 h / 20 °C
3.1: 88 percent / ethanol / 0 °C
4.1: 85 percent / Me3Al / hexane; CH2Cl2 / 5.5 h / 20 °C
5.1: 85 percent / CeCl2 / tetrahydrofuran / 1 h / 60 °C
6.1: POCl3 / benzene / 1.5 h / Heating
7.1: 92.6 mg / NaBH4 / methanol / 1 h / 0 °C
8.1: 71.3 mg / CH2Cl2 / 1 h / 20 °C
With
triethylsilane; sodium tetrahydroborate; potassium tert-butylate; trimethylaluminum; trichlorophosphate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; acetone; tert-butyl alcohol; benzene;
6.1: Bischler-Napieralski reaction;
DOI:10.1021/ol035128a
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: p-TsOH*H2O / methanol / 1.5 h / 20 °C
2.1: t-BuOK / 2-methyl-propan-2-ol / 0.17 h / 20 °C
2.2: 88 percent / 2-methyl-propan-2-ol / 3 h / 20 °C
3.1: 100 percent / Et3SiH / Pd/C / acetone / 3 h / 20 °C
4.1: 88 percent / ethanol / 0 °C
5.1: 85 percent / Me3Al / hexane; CH2Cl2 / 5.5 h / 20 °C
6.1: 85 percent / CeCl2 / tetrahydrofuran / 1 h / 60 °C
7.1: POCl3 / benzene / 1.5 h / Heating
8.1: 92.6 mg / NaBH4 / methanol / 1 h / 0 °C
9.1: 71.3 mg / CH2Cl2 / 1 h / 20 °C
With
triethylsilane; sodium tetrahydroborate; potassium tert-butylate; trimethylaluminum; toluene-4-sulfonic acid; trichlorophosphate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; acetone; tert-butyl alcohol; benzene;
7.1: Bischler-Napieralski reaction;
DOI:10.1021/ol035128a
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 100 percent / Et3SiH / Pd/C / acetone / 3 h / 20 °C
2: 88 percent / ethanol / 0 °C
3: 85 percent / Me3Al / hexane; CH2Cl2 / 5.5 h / 20 °C
4: 85 percent / CeCl2 / tetrahydrofuran / 1 h / 60 °C
5: POCl3 / benzene / 1.5 h / Heating
6: 92.6 mg / NaBH4 / methanol / 1 h / 0 °C
7: 71.3 mg / CH2Cl2 / 1 h / 20 °C
With
triethylsilane; sodium tetrahydroborate; trimethylaluminum; trichlorophosphate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; acetone; benzene;
5: Bischler-Napieralski reaction;
DOI:10.1021/ol035128a