Phenacyl bromide → HCID 178444626, Verbindung

HRID 1812466

Reaktionsgleichung

Reaktionsgleichung von HRID 1812466
C#CCCCCC=O.c1ccc(C(=O)CBr)cc1>CN1C(=O)[C@H](Cc2ccccc2)N[C@@H]1C(C)(C)C.C1=CC=C([C-]=C1)C2=CC=CC=N2.C1=CC=C([C-]=C1)C2=CC=CC=N2.C1=CC=NC(=C1)C2=CC=CC=N2.F[P-](F)(F)(F)(F)F.[Ir+3].CN(C)C=O.Cc1cccc(C)n1>C#CCCC[C@@H](C=O)CC(=O)c1ccccc1.C#CCCC[C@H](C=O)CC(=O)c1ccccc1

Komponenten

8

Edukt 3

HCID 6259Phenacyl bromideHCID 79372,6-LutidineHCID 11355455Hept-6-ynal

Produkt 2

HCID 178444626HCID 178444626, VerbindungHCID 178444627HCID 178444627, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 103098345-Benzyl-2-tert-butyl-3-methyl-4-imidazolidinone, (2S,5S)-KatalysatorHCID 54589530Iridium(3+);2-phenylpyridine;2-pyridin-2-ylpyridine;hexafluorophosphateKatalysatorHCID 6228DimethylformamideLösungsmittel5×

Reaktionsbedingungen

Temperatur
22 °C

Aufarbeitung

  1. aliquot4 uL mixture of each reacted solution was collected and diluted with 36 uL ACN
  2. addition4 uL mixture of each reacted solution was collected and diluted with 36 uL ACN
  3. additionchiral resolving regent (150 mM in DCM, 40 uL)
  4. additionCuI with DIPEA (400 mM in ACN) 40 uL
  5. additioninternal standard 1-phenylprop-2-yn-1-ol (4) (25 mM in ACN) 40 uL
  6. stirringKeine Vorschrift aufgezeichnet
  7. aliquotAfter the reaction, 10 uL of supernatant for each reaction was transferred to another 96-well plate
  8. additionAfter the reaction, 10 uL of supernatant for each reaction was transferred to another 96-well plate and diluted with 190 uL ACN before the IM-MS analysis

Quellen und Nachweise

ORD-Eintrag
ord-4e14f920cf0b48b59878a1230d3db4ac
Quelldatensatz
Dataset from `Ultra-high-throughput mapping of the chemical space of asymmetric catalysis enables accelerated reaction discovery`

Verknüpfte Notizen

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