Technology Process of methyl (Z)-7-{(1S,2R,4R)-2-[2-aza-2-((N-phenylcarbamoyl)amino)vinyl]-4-methyl-3,5-dioxanyl}hept-5-enoate
There total 12 articles about methyl (Z)-7-{(1S,2R,4R)-2-[2-aza-2-((N-phenylcarbamoyl)amino)vinyl]-4-methyl-3,5-dioxanyl}hept-5-enoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 100 percent / imidazole / dimethylformamide / 2 h / 20 °C
2.1: 77.3 percent / DMSO; TFA; DCC / benzene; pyridine / 3 h / 20 °C
3.1: 65.9 percent / tetrahydrofuran / 24 h / 20 °C
4.1: 55.7 percent / H2 / Pd/C / ethanol / 1.5 h / 20 °C / 760 Torr
5.1: 81 percent / DIBAL-H / toluene / 1 h / -78 °C
6.1: NaH / dimethylsulfoxide / 0.25 h / 20 °C
6.2: 67.7 percent / dimethylsulfoxide / 1.5 h / 30 °C
7.1: K2CO3 / dimethylformamide / 5 h / 20 °C
8.1: 100 percent / nBu4NF / tetrahydrofuran / 3 h / 20 °C
9.1: 67.7 percent / CrO3; pyridine / CH2Cl2 / 2 h
10.1: 90 percent / AcOH / ethanol / 4 h / 20 °C
With
pyridine; 1H-imidazole; chromium(VI) oxide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; acetic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; pyridine; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; benzene;
1.1: Substitution / 2.1: Oxidation / 3.1: Wittig reaction / 4.1: Catalytic hydrogenation / 5.1: Reduction / 6.1: Elimination / 6.2: Wittig reaction / 7.1: Methylation / 8.1: desilylation / 9.1: Oxidation / 10.1: Condensation;
DOI:10.1016/S0968-0896(99)00204-7
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: NaIO4 / H2O / 5 °C
2.1: NaBH4 / ethanol / 5 °C
3.1: 100 percent / imidazole / dimethylformamide / 2 h / 20 °C
4.1: 77.3 percent / DMSO; TFA; DCC / benzene; pyridine / 3 h / 20 °C
5.1: 65.9 percent / tetrahydrofuran / 24 h / 20 °C
6.1: 55.7 percent / H2 / Pd/C / ethanol / 1.5 h / 20 °C / 760 Torr
7.1: 81 percent / DIBAL-H / toluene / 1 h / -78 °C
8.1: NaH / dimethylsulfoxide / 0.25 h / 20 °C
8.2: 67.7 percent / dimethylsulfoxide / 1.5 h / 30 °C
9.1: K2CO3 / dimethylformamide / 5 h / 20 °C
10.1: 100 percent / nBu4NF / tetrahydrofuran / 3 h / 20 °C
11.1: 67.7 percent / CrO3; pyridine / CH2Cl2 / 2 h
12.1: 90 percent / AcOH / ethanol / 4 h / 20 °C
With
pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; sodium periodate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; acetic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; pyridine; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; benzene;
1.1: Oxidation / 2.1: Reduction / 3.1: Substitution / 4.1: Oxidation / 5.1: Wittig reaction / 6.1: Catalytic hydrogenation / 7.1: Reduction / 8.1: Elimination / 8.2: Wittig reaction / 9.1: Methylation / 10.1: desilylation / 11.1: Oxidation / 12.1: Condensation;
DOI:10.1016/S0968-0896(99)00204-7
