benzyl (2S,3S)-3-cyclopropyl-3-hydroxy-2-isopropylpyrrolidine-1-carboxylate → (2S,3R)-3-cyclopropyl-2-isopropylpyrrolidin-3-ol

HRID 906965Notes

Reaction equation

HRID 906965 reaction equation
[CH:1]1([C@@:4]2([OH:22])[CH2:8][CH2:7][N:6](C(OCC3C=CC=CC=3)=O)[C@H:5]2[CH:19]([CH3:21])[CH3:20])[CH2:3][CH2:2]1>[Pd].O>[CH:1]1([C@:4]2([OH:22])[CH2:8][CH2:7][NH:6][C@H:5]2[CH:19]([CH3:20])[CH3:21])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 67390916benzyl (2S,3S)-3-cyclopropyl-3-hydroxy-2-isopropylpyrrolidine-1-carboxylate

Product 1

HCID 59273011(2S,3R)-3-cyclopropyl-2-isopropylpyrrolidin-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-cyclopropyl-3-hydroxy-2-isopropylpyrrolidine-1-carboxylate (1.98 g) and 50% water containing-10% Pd/C (0.10 g), the title compound was obtained as a colorless solid (yield: 1.22 g, yield: 88%).

Sources & evidence

ORD record
ord-b941f2c6abd84fa388fb82b28718d718
Source dataset
uspto-grants-2011_09
Patent number
US08013008B2

Reaction notes

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