Technology Process of trans-(1S,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-9-methyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole
There total 8 articles about trans-(1S,3R)-(-)-2-benzyl-3-ethoxycarbonyl-7-methoxy-1-methoxycarbonylethyl-9-methyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-oxobutanoic acid methyl ester; Nα-benzyl-6-methoxy-1-methyl-D-tryptophane ethyl ester;
With
acetic acid;
In
dichloromethane;
at 0 - 20 ℃;
With
trifluoroacetic acid;
In
dichloromethane;
at 20 ℃;
for 12h;
DOI:10.1021/jo040282b
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 77 percent / lithium chloride; sodium carbonate / palladium(II) acetate / dimethylformamide / 36 h / 100 °C
2.1: 95 percent / sodium hydride / dimethylformamide; various solvent(s) / 2 h / 0 °C
3.1: 93 percent / HCl / tetrahydrofuran; H2O / 0 - 20 °C
4.1: ethanol / 5 h / 20 °C
4.2: 93 percent / NaBH4 / ethanol / 4 h / -10 - -5 °C
5.1: acetic acid / CH2Cl2 / 0 - 20 °C
5.2: 90 percent / TFA / CH2Cl2 / 12 h / 20 °C
With
hydrogenchloride; sodium hydride; sodium carbonate; acetic acid; lithium chloride;
palladium diacetate;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
1.1: Larock heteroannulation / 5.1: Pictet-Spengler condensation;
DOI:10.1021/jo040282b
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 77 percent / lithium chloride; sodium carbonate / palladium(II) acetate / dimethylformamide / 36 h / 100 °C
2.1: 95 percent / sodium hydride / dimethylformamide; various solvent(s) / 2 h / 0 °C
3.1: 93 percent / HCl / tetrahydrofuran; H2O / 0 - 20 °C
4.1: ethanol / 5 h / 20 °C
4.2: 93 percent / NaBH4 / ethanol / 4 h / -10 - -5 °C
5.1: acetic acid / CH2Cl2 / 0 - 20 °C
5.2: 90 percent / TFA / CH2Cl2 / 12 h / 20 °C
With
hydrogenchloride; sodium hydride; sodium carbonate; acetic acid; lithium chloride;
palladium diacetate;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
1.1: Larock heteroannulation / 5.1: Pictet-Spengler condensation;
DOI:10.1021/jo040282b
