1H-Pyrrole-2,5-dione, 1-(trimethylsilyl)- → HCID 54302638, compound

HRID 129425Notes

Reaction equation

HRID 129425 reaction equation
C(O[C:6]([NH:8][CH:9]=[CH:10][CH:11]=[CH:12][CH3:13])=O)(C)(C)C.C[Si](C)(C)[N:16]1[C:20](=O)[CH:19]=[CH:18][C:17]1=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[CH3:13][CH:12]1[CH:19]2[CH:18]([CH2:17][NH:16][CH2:20]2)[CH:9]([NH:8][CH3:6])[CH:10]=[CH:11]1

Participants

4

Reactant 3

HCID 109866781H-Pyrrole-2,5-dione, 1-(trimethylsilyl)-HCID 21226445Aluminium lithium hydrideHCID 54488979tert-Butyl penta-1,3-dien-1-ylcarbamate

Product 1

HCID 54302638HCID 54302638, compound

Procedure

Analogously to Example Z23, method I, 21.9 g (0.12 mol) of 1-(tert.-butyloxycarbonylamino)-1,3-pentadiene are reacted with 20.3 g (0.12 mol) of N-trimethylsilylmaleimide, and the product is subsequently reduced with 15.2 g (0.4 mol) of lithium aluminium hydride. The crude product is recrystallised from tetrahydrofuran.

Workup

  1. customThe crude product is recrystallised from tetrahydrofuran

Sources & evidence

ORD record
ord-3434bd5a82a54e6496f9ba29ad2ac71c
Source dataset
uspto-grants-1995_11
Patent number
US05468742

Reaction notes

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