Cerium(III) chloride → HCID 59273084, compound

HRID 906960Notes

Reaction equation

HRID 906960 reaction equation
[Cl-].[Ce+3].[Cl-].[Cl-].C[Mg]Br.[CH2:8](OCC)C.[CH:13]([C@H:16]1[C:20](=[O:21])[CH2:19][CH2:18][N:17]1[C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])([CH3:15])[CH3:14]>>[OH:21][C@@:20]1([CH3:8])[CH2:19][CH2:18][N:17]([C:22]([O:24][CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[O:23])[C@H:16]1[CH:13]([CH3:15])[CH3:14]

Participants

4

Reactant 3

HCID 24636Cerium(III) chlorideHCID 59273063benzyl (2S)-2-isopropyl-3-oxopyrrolidine-1-carboxylateHCID 178467822HCID 178467822, compound

Product 1

HCID 59273084HCID 59273084, compound

Procedure

By an operation in the same manner as in Reference Example 3 and using cerium chloride (6.35 g), 3 mol/L methylmagnesium bromide-diethyl ether solution (7.55 mL) and benzyl (2S)-2-isopropyl-3-oxopyrrolidine-1-carboxylate (2.7 g), the title compound was obtained as pale-yellow oil (yield: 1.78 g, yield: 62%).

Sources & evidence

ORD record
ord-79143bb39937466f90d6da6a58536a74
Source dataset
uspto-grants-2011_09
Patent number
US08013008B2

Reaction notes

Loading…