benzyl (2S,3S)-3-hydroxy-2-methyl-3-propylpyrrolidine-1-carboxylate → (2S,3S)-2-methyl-3-propylpyrrolidin-3-ol

HRID 906952Notes

Reaction equation

HRID 906952 reaction equation
[OH:1][C@@:2]1([CH2:18][CH2:19][CH3:20])[CH2:6][CH2:5][N:4](C(OCC2C=CC=CC=2)=O)[C@H:3]1[CH3:17]>[Pd].O>[CH3:17][C@H:3]1[C@@:2]([CH2:18][CH2:19][CH3:20])([OH:1])[CH2:6][CH2:5][NH:4]1

Participants

4

Reactant 1

HCID 59273057benzyl (2S,3S)-3-hydroxy-2-methyl-3-propylpyrrolidine-1-carboxylate

Product 1

HCID 59273025(2S,3S)-2-methyl-3-propylpyrrolidin-3-ol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

By an operation in the same manner as in Reference Example 4 and using benzyl (2S,3S)-3-hydroxy-2-methyl-3-propylpyrrolidine-1-carboxylate (2.32 g) and 50% water containing-10% Pd/C (0.10 g), the title compound was obtained as a colorless solid (yield: 1.50 g, yield: 96%).

Sources & evidence

ORD record
ord-aef86ca39d554a07b6f98f2933e81b32
Source dataset
uspto-grants-2011_09
Patent number
US08013008B2

Reaction notes

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