5-[(1R*,2S*)-2-(Benzyloxy)cyclopentyl]-1H-pyrazole → 5-[(1S,2R)-2-(Benzyloxy)cyclopentyl]-1H-pyrazole

HRID 337975Notes

Reaction equation

HRID 337975 reaction equation
[CH2:1]([O:8][C@H:9]1[CH2:13][CH2:12][CH2:11][C@@H:10]1[C:14]1[NH:18][N:17]=[CH:16][CH:15]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCCCCC.C(O)(C)C>[CH2:1]([O:8][C@@H:9]1[CH2:13][CH2:12][CH2:11][C@H:10]1[C:14]1[NH:18][N:17]=[CH:16][CH:15]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 899629205-[(1R*,2S*)-2-(Benzyloxy)cyclopentyl]-1H-pyrazole

Product 1

HCID 899628075-[(1S,2R)-2-(Benzyloxy)cyclopentyl]-1H-pyrazole

Reagents, catalysts & solvents 1

HCID 21585144Isopropanol hexaneSolvent

Procedure

The 5-[(1R*,2S*)-2-(benzyloxy)cyclopentyl]-1H-pyrazole prepared in Example 148b was optically resolved with CHIRALPAK AD-H (Daicel Corp.; hexane/isopropanol=9:1) to yield the title compound as a pale yellow oil.

Sources & evidence

ORD record
ord-702d1dba97454ae5a829f48ce985c3ee
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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