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

Base Information

Chemical Name:(4S,5R)-5-(4-bromo-1-tosyl-1H-indol-3-yl)-4-vinyloxazolidin-2-one
CAS No.:1449117-94-5
Molecular Formula:C₂₀H₁₇BrN₂O₄S
Molecular Weight:461.336
Hs Code.:

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

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Chemical Property of (4S,5R)-5-(4-bromo-1-tosyl-1H-indol-3-yl)-4-vinyloxazolidin-2-one

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Technology Process of (4S,5R)-5-(4-bromo-1-tosyl-1H-indol-3-yl)-4-vinyloxazolidin-2-one

There total 4 articles about (4S,5R)-5-(4-bromo-1-tosyl-1H-indol-3-yl)-4-vinyloxazolidin-2-one 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: 100.0%

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

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

Guidance literature:: With [bis(acetoxy)iodo]benzene; In toluene; at 60 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol4019562 DOI:10.1021/ol500159h DOI:10.1021/ol502316x

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

Reference yield:

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

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

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; tert.-butylnitrite / ethyl acetate; isopropyl alcohol / 1 h / 60 °C / Inert atmosphere

With hydrogenchloride; tert.-butylnitrite; titanium tetrachloride; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; ethyl acetate; isopropyl alcohol; 1.2: |Evans Aldol Reaction;
DOI:10.1021/ol4019562