Technology Process of (8S,11R,12S)-11-Isobutyl-3-methyl-2,10-dioxo-1-oxa-3,9-diaza-cyclopentadecane-8,12-dicarboxylic acid 12-(benzyloxy-amide) 8-methylamide
There total 13 articles about (8S,11R,12S)-11-Isobutyl-3-methyl-2,10-dioxo-1-oxa-3,9-diaza-cyclopentadecane-8,12-dicarboxylic acid 12-(benzyloxy-amide) 8-methylamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 91 percent / NMM / CH2Cl2 / 20 °C
2: K2CO3 / dimethylformamide / 2 h / 50 °C
3: H2 / Pd/C / methanol / 1 h
4: BOP; DIEA / dimethylformamide; CHCl3 / 20 °C
5: TFA / CH2Cl2 / 1 h
6: DIEA; BOP / dimethylformamide / 20 °C
7: aq. LiOH / tetrahydrofuran / 1 h / 20 °C
8: BOP; DIEA / dimethylformamide / 20 °C
With
4-methyl-morpholine; lithium hydroxide; hydrogen; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm010127e
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C
1.2: 64 percent / aq. H2O2; AcONa / tetrahydrofuran / 0.33 h / 0 °C
2.1: 91 percent / NMM / CH2Cl2 / 20 °C
3.1: K2CO3 / dimethylformamide / 2 h / 50 °C
4.1: H2 / Pd/C / methanol / 1 h
5.1: BOP; DIEA / dimethylformamide; CHCl3 / 20 °C
6.1: TFA / CH2Cl2 / 1 h
7.1: DIEA; BOP / dimethylformamide / 20 °C
8.1: aq. LiOH / tetrahydrofuran / 1 h / 20 °C
9.1: BOP; DIEA / dimethylformamide / 20 °C
With
4-methyl-morpholine; lithium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; hydrogen; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm010127e
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 62 percent / DBU / benzene / 4 h / Heating
2.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C
2.2: 64 percent / aq. H2O2; AcONa / tetrahydrofuran / 0.33 h / 0 °C
3.1: 91 percent / NMM / CH2Cl2 / 20 °C
4.1: K2CO3 / dimethylformamide / 2 h / 50 °C
5.1: H2 / Pd/C / methanol / 1 h
6.1: BOP; DIEA / dimethylformamide; CHCl3 / 20 °C
7.1: TFA / CH2Cl2 / 1 h
8.1: DIEA; BOP / dimethylformamide / 20 °C
9.1: aq. LiOH / tetrahydrofuran / 1 h / 20 °C
10.1: BOP; DIEA / dimethylformamide / 20 °C
With
4-methyl-morpholine; lithium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; hydrogen; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jm010127e
