1-Acetoxy-2-bromoethane → tert-butyl (2S,4R)-2-[(dimethylamino)carbonyl]-4-(2-ethoxy-2-oxo ethoxy)pyrrolidine-1-carboxylate

HRID 1662717

Reaktionsgleichung

Reaktionsgleichung von HRID 1662717
[CH3:1][N:2]([CH3:18])[C:3]([C@@H:5]1[CH2:9][C@H:8]([OH:10])[CH2:7][N:6]1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[O:4].[C:19]([O:22][CH2:23][CH2:24]Br)(=[O:21])[CH3:20]>>[CH3:1][N:2]([CH3:18])[C:3]([C@@H:5]1[CH2:9][C@@H:8]([O:10][CH2:20][C:19]([O:22][CH2:23][CH3:24])=[O:21])[CH2:7][N:6]1[C:11]([O:13][C:14]([CH3:15])([CH3:17])[CH3:16])=[O:12])=[O:4]

Komponenten

3

Edukt 2

HCID 135641-Acetoxy-2-bromoethaneHCID 67430109tert-butyl (2S,4S)-2-(dimethylcarbamoyl)-4-hydroxypyrrolidine-1-carboxylate

Produkt 1

HCID 67430579tert-butyl (2S,4R)-2-[(dimethylamino)carbonyl]-4-(2-ethoxy-2-oxo ethoxy)pyrrolidine-1-carboxylateAusbeute 46,1 %

Versuchsvorschrift

With 20.0 g of tert-butyl (2S,4S)-2-[(dimethylamino)carbonyl]-4-hydroxypyrrolidine-1-carboxylate and 25.9 g of bromoethyl acetate as starting material, 12.3 g of the title compound obtained by a similar procedure to Step 139-1.

Quellen und Nachweise

ORD-Eintrag
ord-e963e5333e174b09b5dbd2df29e79db1
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08030499B2

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