Cerium(III) chloride → HCID 59273074, compound

HRID 906962Notes

Reaction equation

HRID 906962 reaction equation
[Cl-].[Ce+3].[Cl-].[Cl-].[CH2:5]([Mg]Br)[CH3:6].C(OCC)C.[CH:14]([C@H:17]1[C:21](=[O:22])[CH2:20][CH2:19][N:18]1[C:23]([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:24])([CH3:16])[CH3:15]>>[CH2:5]([C@:21]1([OH:22])[CH2:20][CH2:19][N:18]([C:23]([O:25][CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[O:24])[C@H:17]1[CH:14]([CH3:16])[CH3:15])[CH3:6]

Participants

4

Reactant 3

HCID 24636Cerium(III) chlorideHCID 59273063benzyl (2S)-2-isopropyl-3-oxopyrrolidine-1-carboxylateHCID 178467792HCID 178467792, compound

Product 1

HCID 59273074HCID 59273074, compound

Procedure

By an operation in the same manner as in Reference Example 3 and using cerium chloride (9.25 g), 3 mol/L ethylmagnesium bromide-diethyl ether solution (11.0 mL) and benzyl (2S)-2-isopropyl-3-oxopyrrolidine-1-carboxylate (3.92 g), the title compound was obtained as colorless oil (yield: 2.21 g, yield: 51%).

Sources & evidence

ORD record
ord-c2acd820ffd54eacaa4cb46ff16afa6d
Source dataset
uspto-grants-2011_09
Patent number
US08013008B2

Reaction notes

Loading…