HCID 18510668, compound → HCID 69195208, compound

HRID 1370267Notes

Reaction equation

HRID 1370267 reaction equation
[C:1]([O:4][CH:5]([C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19]([CH:21]2[O:25][N:24]=[C:23]([C:26]3[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=3)[CH2:22]2)=[O:20])=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=[O:3])[CH3:2]>CO>[C:1]([O:4][C@H:5]([C:12]1[CH:13]=[CH:14][C:15]([NH:18][C:19]([CH:21]2[O:25][N:24]=[C:23]([C:26]3[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=3)[CH2:22]2)=[O:20])=[CH:16][CH:17]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 18510668HCID 18510668, compound

Product 1

HCID 69195208HCID 69195208, compoundYield 3.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

) (±)-[4-[[[4,5-dihydro-3-(3-pyridinyl)-5-isoxazolyl]carbonyl]amino]phenyl]phenylmethyl acetate (0.019 mol) was separated into its enantiomers by chiral column chromatography over Chiralcel OJ (eluent: 100% methanol). The desired fraction group was collected and the solvent was evaporated, yielding 0.3 g of (S)-[4-[[[4,5-dihydro-3-(3-pyridinyl)-5-isoxazolyl]carbonyl]amino]phenyl]phenylmethyl acetate (compound 498).

Workup

  1. customThe desired fraction group was collected
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-80b96e814fd7469d899c35bb5437b696
Source dataset
uspto-grants-2003_06
Patent number
US06583141B1

Reaction notes

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