HCID 58822623, compound → HCID 58823025, compound

HRID 459269Notes

Reaction equation

HRID 459269 reaction equation
C([Si](C)(C)[O:6][CH2:7][CH2:8][O:9][C:10]1[CH:41]=[CH:40][C:13]([C:14]([C:16]2[CH:39]=[CH:38][C:19]([O:20][CH2:21][CH2:22][CH2:23][O:24][C:25]3[CH:30]=[CH:29][C:28]([CH2:31][C@H:32]([O:36][CH3:37])[C:33]([OH:35])=[O:34])=[CH:27][CH:26]=3)=[CH:18][CH:17]=2)=[O:15])=[CH:12][CH:11]=1)(C)(C)C>C(O)(=O)C.C1COCC1.O>[OH:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[CH:12][C:13]([C:14]([C:16]2[CH:39]=[CH:38][C:19]([O:20][CH2:21][CH2:22][CH2:23][O:24][C:25]3[CH:30]=[CH:29][C:28]([CH2:31][C@H:32]([O:36][CH3:37])[C:33]([OH:35])=[O:34])=[CH:27][CH:26]=3)=[CH:18][CH:17]=2)=[O:15])=[CH:40][CH:41]=1

Participants

5

Reactant 1

HCID 58822623HCID 58822623, compound

Product 1

HCID 58823025HCID 58823025, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

The compound of (2S)-3-{4-[3-(4-{4-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-benzoyl}-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acid (Example 253, Step C) (0.05 mmol, 30 mg) was dissolved in 5 mL of a mixture of acetic acid, THF and H2O (3:1:1) and stirred at room temperature for 2 hours. The mixture was diluted with H2O and extracted with ethyl acetate (4×20 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under vacuum to afford the title compound. MS(ES) for C28H30O8 [M+H]+: 495.1

Workup

  1. extractionextracted with ethyl acetate (4×20 mL)
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-9d998018db414198a9bcf77c27274d97
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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