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methyl (2E)-3-{(3S,4R,5S)-3-[3-(benzyloxy)propyl]-4-hydroxy-7,8-dimethoxy-2-tosyl-2,3,4,5-tetrahydro-1H-2-benzazepin-5-yl}acrylate

Base Information
  • Chemical Name:methyl (2E)-3-{(3S,4R,5S)-3-[3-(benzyloxy)propyl]-4-hydroxy-7,8-dimethoxy-2-tosyl-2,3,4,5-tetrahydro-1H-2-benzazepin-5-yl}acrylate
  • CAS No.:1431116-60-7
  • Molecular Formula:C33H39NO8S
  • Molecular Weight:609.741
  • Hs Code.:
methyl (2E)-3-{(3S,4R,5S)-3-[3-(benzyloxy)propyl]-4-hydroxy-7,8-dimethoxy-2-tosyl-2,3,4,5-tetrahydro-1H-2-benzazepin-5-yl}acrylate

Synonyms:methyl (2E)-3-{(3S,4R,5S)-3-[3-(benzyloxy)propyl]-4-hydroxy-7,8-dimethoxy-2-tosyl-2,3,4,5-tetrahydro-1H-2-benzazepin-5-yl}acrylate

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Chemical Property of methyl (2E)-3-{(3S,4R,5S)-3-[3-(benzyloxy)propyl]-4-hydroxy-7,8-dimethoxy-2-tosyl-2,3,4,5-tetrahydro-1H-2-benzazepin-5-yl}acrylate
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Technology Process of methyl (2E)-3-{(3S,4R,5S)-3-[3-(benzyloxy)propyl]-4-hydroxy-7,8-dimethoxy-2-tosyl-2,3,4,5-tetrahydro-1H-2-benzazepin-5-yl}acrylate

There total 14 articles about methyl (2E)-3-{(3S,4R,5S)-3-[3-(benzyloxy)propyl]-4-hydroxy-7,8-dimethoxy-2-tosyl-2,3,4,5-tetrahydro-1H-2-benzazepin-5-yl}acrylate 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:
With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 - 20 ℃; for 7h; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2013.03.012
Guidance literature:
Multi-step reaction with 11 steps
1.1: 1H-imidazole / tetrahydrofuran / 24 h / 0 - 20 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C
3.1: potassium iodide; sodium hydride / tetrahydrofuran / 6 h / 60 °C
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C
5.1: Dess-Martin periodane / dichloromethane / 1 h / 0 °C / Inert atmosphere
6.1: dichloromethane / 2 h / 20 °C / Inert atmosphere
7.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / 78 °C / Inert atmosphere
8.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane / 0.5 h / -30 °C / Inert atmosphere
8.2: 15 h / -30 °C / Inert atmosphere
9.1: Dess-Martin periodane / dichloromethane / 1 h / 0 °C / Inert atmosphere
10.1: dichloromethane / 2 h / 20 °C / Inert atmosphere
11.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 7 h / -30 - 20 °C / Inert atmosphere
With 1H-imidazole; titanium(IV) isopropylate; lithium aluminium tetrahydride; L-(+)-diisopropyl tartrate; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; potassium iodide; In tetrahydrofuran; dichloromethane; toluene; 5.1: |Dess-Martin Oxidation / 6.1: |Wittig Olefination / 9.1: |Dess-Martin Oxidation / 10.1: |Wittig Olefination;
DOI:10.1016/j.tet.2013.03.012
Guidance literature:
Multi-step reaction with 10 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C
2.1: potassium iodide; sodium hydride / tetrahydrofuran / 6 h / 60 °C
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C
4.1: Dess-Martin periodane / dichloromethane / 1 h / 0 °C / Inert atmosphere
5.1: dichloromethane / 2 h / 20 °C / Inert atmosphere
6.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / 78 °C / Inert atmosphere
7.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane / 0.5 h / -30 °C / Inert atmosphere
7.2: 15 h / -30 °C / Inert atmosphere
8.1: Dess-Martin periodane / dichloromethane / 1 h / 0 °C / Inert atmosphere
9.1: dichloromethane / 2 h / 20 °C / Inert atmosphere
10.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 7 h / -30 - 20 °C / Inert atmosphere
With titanium(IV) isopropylate; lithium aluminium tetrahydride; L-(+)-diisopropyl tartrate; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; potassium iodide; In tetrahydrofuran; dichloromethane; toluene; 4.1: |Dess-Martin Oxidation / 5.1: |Wittig Olefination / 8.1: |Dess-Martin Oxidation / 9.1: |Wittig Olefination;
DOI:10.1016/j.tet.2013.03.012
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