Technology Process of methyl ((S)-1-(2-([1,1'-biphenyl]-4-ylmethyl)-2-(3-((3S,4S)-3-benzyl-4-hydroxy-1-((1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)-2-oxopyrrolidin-3-yl)propyl)hydrazinyl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate
There total 13 articles about methyl ((S)-1-(2-([1,1'-biphenyl]-4-ylmethyl)-2-(3-((3S,4S)-3-benzyl-4-hydroxy-1-((1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)-2-oxopyrrolidin-3-yl)propyl)hydrazinyl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 65 ℃;
for 5h;
DOI:10.1021/jm201620t
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: tetrahydrofuran / 6 h / 20 - 80 °C
2.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; ethanol; water / 2 h / 20 °C
3.1: sulfur trioxide pyridine complex; triethylamine / dichloromethane; dimethyl sulfoxide / 3 h / 0 - 20 °C
4.1: acetic acid / tetrahydrofuran / 0.33 h / 20 °C / Molecular sieve
4.2: 3 h / 35 °C
5.1: trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate / 1,2-dimethoxyethane; water / 0.42 h / 140 °C / Microwave irradiation
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 65 °C
With
trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); tetrabutyl ammonium fluoride; dihydrogen peroxide; sulfur trioxide pyridine complex; potassium carbonate; acetic acid; triethylamine; sodium hydroxide; tri tert-butylphosphoniumtetrafluoroborate;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; dimethyl sulfoxide;
5.1: Suzuki-Miyaura cross-coupling;
DOI:10.1021/jm201620t
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: triethylamine / dichloromethane / 0 - 25 °C
2.1: tetrahydrofuran / 6 h / 20 - 80 °C
3.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; ethanol; water / 2 h / 20 °C
4.1: sulfur trioxide pyridine complex; triethylamine / dichloromethane; dimethyl sulfoxide / 3 h / 0 - 20 °C
5.1: acetic acid / tetrahydrofuran / 0.33 h / 20 °C / Molecular sieve
5.2: 3 h / 35 °C
6.1: trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate / 1,2-dimethoxyethane; water / 0.42 h / 140 °C / Microwave irradiation
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 65 °C
With
trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); tetrabutyl ammonium fluoride; dihydrogen peroxide; sulfur trioxide pyridine complex; potassium carbonate; acetic acid; triethylamine; sodium hydroxide; tri tert-butylphosphoniumtetrafluoroborate;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; dimethyl sulfoxide;
6.1: Suzuki-Miyaura cross-coupling;
DOI:10.1021/jm201620t