Technology Process of (2S,3R,6S)-10-Acetyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotetradecane-2,6-dicarboxylic acid 2-(benzyloxy-amide) 6-methylamide
There total 14 articles about (2S,3R,6S)-10-Acetyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotetradecane-2,6-dicarboxylic acid 2-(benzyloxy-amide) 6-methylamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 1.) LDA, 2.) TMEDA / 1.) THF, from -45 to -20 deg C, 1.5 h, 2.) THF, from -45 to -20 deg C, 3 h
2: aq. NaOH / methanol
3: BOP, i-Pr2NEt / dimethylformamide
4: 74 percent / NaH / dimethylformamide / 0 °C
5: 80 percent / HCl / dioxane
6: 1.) i-Pr2NEt / 1.) acetonitrile, 2.) acetonitrile
7: H2 / Pd/C / methanol
8: H2 / Pd(OH)2/C
9: NaIO4, aq. RuCl3 / acetonitrile; CCl4
10: BOP-Cl, NMM / tetrahydrofuran
11: HCl / dioxane
12: i-Pr2NEt / CH2Cl2
With
4-methyl-morpholine; hydrogenchloride; ruthenium trichloride; sodium hydroxide; sodium periodate; N,N,N,N,-tetramethylethylenediamine; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide;
palladium dihydroxide; palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(99)00215-2
- Guidance literature:
-
Multi-step reaction with 10 steps
1: BOP, i-Pr2NEt / dimethylformamide
2: 74 percent / NaH / dimethylformamide / 0 °C
3: 80 percent / HCl / dioxane
4: 1.) i-Pr2NEt / 1.) acetonitrile, 2.) acetonitrile
5: H2 / Pd/C / methanol
6: H2 / Pd(OH)2/C
7: NaIO4, aq. RuCl3 / acetonitrile; CCl4
8: BOP-Cl, NMM / tetrahydrofuran
9: HCl / dioxane
10: i-Pr2NEt / CH2Cl2
With
4-methyl-morpholine; hydrogenchloride; ruthenium trichloride; sodium periodate; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine;
palladium dihydroxide; palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(99)00215-2
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 1.) LDA, 2.) TMEDA / 1.) THF, from -45 to -20 deg C, 1.5 h, 2.) THF, from -45 to -20 deg C, 3 h
2: aq. NaOH / methanol
3: BOP, i-Pr2NEt / dimethylformamide
4: 74 percent / NaH / dimethylformamide / 0 °C
5: 80 percent / HCl / dioxane
6: 1.) i-Pr2NEt / 1.) acetonitrile, 2.) acetonitrile
7: H2 / Pd/C / methanol
8: H2 / Pd(OH)2/C
9: NaIO4, aq. RuCl3 / acetonitrile; CCl4
10: BOP-Cl, NMM / tetrahydrofuran
11: HCl / dioxane
12: i-Pr2NEt / CH2Cl2
With
4-methyl-morpholine; hydrogenchloride; ruthenium trichloride; sodium hydroxide; sodium periodate; N,N,N,N,-tetramethylethylenediamine; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide;
palladium dihydroxide; palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(99)00215-2