Cerium(III) chloride → HCID 59273017, compound

HRID 906949Notes

Reaction equation

HRID 906949 reaction equation
[Cl-].[Ce+3].[Cl-].[Cl-].[CH2:5]([Mg]Br)[CH3:6].C(OCC)C.[CH3:14][C@H:15]1[C:19](=[O:20])[CH2:18][CH2:17][N:16]1[C:21]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:22]>>[CH2:15]([C@:19]1([OH:20])[CH2:18][CH2:17][N:16]([C:21]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:22])[C@H:5]1[CH3:6])[CH3:14]

Participants

4

Reactant 3

HCID 24636Cerium(III) chlorideHCID 59556933benzyl (2S)-2-methyl-3-oxopyrrolidine-1-carboxylateHCID 178467792HCID 178467792, compound

Product 1

HCID 59273017HCID 59273017, compound

Procedure

By an operation in the same manner as in Reference Example 3 and using cerium chloride (7.94 g), 3 mol/L ethylmagnesium bromide-diethyl ether solution (9.46 mL) and benzyl (2S)-2-methyl-3-oxopyrrolidine-1-carboxylate (3.0 g), the title compound was obtained as pale-yellow oil (yield: 1.96 g, yield: 58%).

Sources & evidence

ORD record
ord-cbc6388bfc3442c09f27a9cd173ec59d
Source dataset
uspto-grants-2011_09
Patent number
US08013008B2

Reaction notes

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