Technology Process of (2S,3R,6S)-4-Oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotetradecane-2,6-dicarboxylic acid 2-(benzyloxy-amide) 6-methylamide
There total 13 articles about (2S,3R,6S)-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.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 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
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; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(99)00215-2
- Guidance literature:
-
Multi-step reaction with 9 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
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; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(99)00215-2
- Guidance literature:
-
Multi-step reaction with 11 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
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; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(99)00215-2