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HCID 67169758, compound → HCID 57331880, compound

HRID 1873927
Notes
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Reaction equation

HRID 1873927 reaction equation
[OH:1][CH:2]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)[CH:3]1[CH2:7][O:6]C(C)(C)[N:4]1[C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11]>CO>[OH:1][C@H:2]([C:20]1[CH:21]=[CH:22][C:23]([O:26][CH3:27])=[CH:24][CH:25]=1)[C@H:3]([NH:4][C:10](=[O:11])[O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:7][OH:6]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 67169758HCID 67169758, compound

Product 1

HCID 57331880HCID 57331880, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of benzyl 4-(hydroxy-(4-methoxyphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate (1.679 g, 4.5 mmol) and amberlyst 15 (1.85 g) in MeOH (20 mL) was stirred at room temperature for 2 days. The mixture was centrifuged and the solid was washed with MeOH (2×40 mL). The solvent was removed to dryness and after purification by column chromatography (SiO2 using a mixture of CH2Cl2/EtOAc) the product was obtained as a white solid (1.26 g, 84% yield).

Workup

  1. washthe solid was washed with MeOH (2×40 mL)
custom
The solvent was removed to dryness
  • customafter purification by column chromatography (SiO2 using
  • additiona mixture of CH2Cl2/EtOAc) the product
  • Sources & evidence

    ORD record
    ord-238584ebde1d44bbb8706a0cebc39ec1
    Source dataset
    uspto-grants-2012_11
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08304447B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes