Cerium(III) chloride → HCID 59273012, compound

HRID 906964Notes

Reaction equation

HRID 906964 reaction equation
[Cl-].[Ce+3].[Cl-].[Cl-].[CH:5]1([Mg]Br)[CH2:7][CH2:6]1.C1COCC1.[CH:15]([C@H:18]1[C:22](=[O:23])[CH2:21][CH2:20][N:19]1[C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])([CH3:17])[CH3:16]>>[CH:5]1([C@:22]2([OH:23])[CH2:21][CH2:20][N:19]([C:24]([O:26][CH2:27][C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)=[O:25])[C@H:18]2[CH:15]([CH3:16])[CH3:17])[CH2:7][CH2:6]1

Participants

4

Reactant 3

HCID 24636Cerium(III) chlorideHCID 59273063benzyl (2S)-2-isopropyl-3-oxopyrrolidine-1-carboxylateHCID 178420628HCID 178420628, compound

Product 1

HCID 59273012HCID 59273012, compound

Procedure

By an operation in the same manner as in Reference Example 3 and using cerium chloride (7.40 g), 0.5 mol/L cyclopropylmagnesium bromide—THF solution (52.8 mL) and benzyl (2S)-2-isopropyl-3-oxopyrrolidine-1-carboxylate (3.14 g), the title compound was obtained as colorless oil (yield: 2.31 g, yield: 63%).

Sources & evidence

ORD record
ord-96fb4afcffb249d2b7930a4c9bd6ae28
Source dataset
uspto-grants-2011_09
Patent number
US08013008B2

Reaction notes

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