Technology Process of methyl ((S)-1-(2-(2-((3R,4S)-3-benzyl-4-hydroxy-1-((1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)-2-oxopyrrolidin-3-yl)ethyl)-2-(4-(pyridin-3-yl)benzyl)hydrazinyl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate
There total 10 articles about methyl ((S)-1-(2-(2-((3R,4S)-3-benzyl-4-hydroxy-1-((1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)-2-oxopyrrolidin-3-yl)ethyl)-2-(4-(pyridin-3-yl)benzyl)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 20 ℃;
DOI:10.1021/jm201620t
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: methanol; sodium tetrahydroborate / tetrahydrofuran / 2 h / 20 °C
2.1: 1-butyl-3-methylimidazolium Tetrafluoroborate / 0.58 h / 180 °C / Microwave irradiation
3.1: triethylamine / dichloromethane / 0 - 25 °C
4.1: sodium periodate; osmium(VIII) oxide / tetrahydrofuran; water / 20 °C
5.1: acetic acid / tetrahydrofuran / 0.17 h / 20 °C
5.2: 20 °C
6.1: trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate / 1,2-dimethoxyethane; water / 0.33 h / 140 °C / Microwave irradiation
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
With
methanol; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); tetrabutyl ammonium fluoride; potassium carbonate; acetic acid; triethylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate; tri tert-butylphosphoniumtetrafluoroborate;
In
tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water;
6.1: Suzuki-Miyaura cross-coupling;
DOI:10.1021/jm201620t
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 4-methyl-morpholine; benzotriazol-1-ol / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
1.2: 15 h / 0 - 25 °C / Inert atmosphere
2.1: acetic acid / tetrahydrofuran / 0.17 h / 20 °C
2.2: 20 °C
3.1: trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate / 1,2-dimethoxyethane; water / 0.33 h / 140 °C / Microwave irradiation
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
With
4-methyl-morpholine; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); tetrabutyl ammonium fluoride; potassium carbonate; benzotriazol-1-ol; acetic acid; tri tert-butylphosphoniumtetrafluoroborate;
In
tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water;
3.1: Suzuki-Miyaura cross-coupling;
DOI:10.1021/jm201620t
