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

Base Information

Chemical Name:(S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enamide
CAS No.:1449117-99-0
Molecular Formula:C₂₀H₁₉BrN₂O₄S
Molecular Weight:463.352
Hs Code.:

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

Suppliers and Price of (S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enamide

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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-enamide

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

There total 3 articles about (S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enamide 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: 73.4%

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

: 1449117-99-0
(S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enamide

Guidance literature:: With hydrogenchloride; sodium nitrite; In water; isopropyl alcohol; at 20 ℃; for 1h;
DOI:10.1021/ol4019562 DOI:10.1021/ol500159h DOI:10.1021/ol502316x

Reference yield:

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

: 1449117-99-0
(S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enamide

Guidance literature:: Multi-step reaction with 3 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

3.1: hydrogenchloride; sodium nitrite / isopropyl alcohol; water / 1 h / 20 °C

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

Reference yield:

: 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

: 1449117-99-0
(S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enamide

Guidance literature:: Multi-step reaction with 2 steps

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

2: hydrogenchloride; sodium nitrite / isopropyl alcohol; water / 1 h / 20 °C

With hydrogenchloride; hydrazine hydrate; sodium nitrite; In tetrahydrofuran; water; isopropyl alcohol;
DOI:10.1021/ol4019562