(S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enehydrazide

Base Information

Chemical Name:(S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enehydrazide
CAS No.:1449117-93-4
Molecular Formula:C₂₀H₂₀BrN₃O₄S
Molecular Weight:478.366
Hs Code.:

Synonyms:(S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enehydrazide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enehydrazide

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Technology Process of (S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enehydrazide

There total 2 articles about (S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enehydrazide 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:

Reference yield: 93.86%

: 1449117-92-3
(S)-4-benzyl-3-((S)-2-((S)-hydroxy(1-tosyl-1H-indol-3-yl)methyl)but-3-enoyl)-5,5-dimethyloxazolidin-2-one

: 1449117-93-4
(S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enehydrazide

Guidance literature:: With hydrazine hydrate; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/ol4019562 DOI:10.1021/ol502316x

Reference yield:

: 181271-32-9
4-bromo-1-(4-toluenesulfonyl)indole-3-carboxaldehyde

: 1449117-93-4
(S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enehydrazide

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane / 1 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 - 0 °C / Inert atmosphere

2.1: hydrazine hydrate / tetrahydrofuran / 1 h / 0 °C

With titanium tetrachloride; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 1.2: |Evans Aldol Reaction;
DOI:10.1021/ol4019562

Reference yield: 96.54%

: 1449117-93-4
(S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enehydrazide

: 1449117-94-5
(4S,5R)-5-(4-bromo-1-tosyl-1H-indol-3-yl)-4-vinyloxazolidin-2-one

Guidance literature:: With hydrogenchloride; tert.-butylnitrite; In ethyl acetate; isopropyl alcohol; at 60 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol4019562 DOI:10.1021/ol500159h DOI:10.1021/ol502316x