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tert-Butyl 3-(4-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanoate → 3-(3-Cyanophenethoxy)propanoic acid

HRID 1255353
Notes
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Reaction equation

HRID 1255353 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][CH:20]=1)[CH2:6][CH2:7][O:8][CH2:9][CH2:10][C:11]([O:13]C(C)(C)C)=[O:12])#[N:2].C(C1SC=C(C(N2CC3(CCN(CCC4C=CC(CCOCCC(OC(C)(C)C)=O)=CC=4)CC3)OCC2)=O)N=1)(C)C>>[C:1]([C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][CH:20]=1)[CH2:6][CH2:7][O:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])#[N:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 58168551tert-Butyl 3-(4-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanoateHCID 58168561tert-Butyl 3-(3-cyanophenethoxy)propanoate

Product 1

HCID 581686253-(3-Cyanophenethoxy)propanoic acid

Procedure

Prepared by the method of Example 1, step e using tert-butyl 3-(3-cyanophenethoxy)propanoate [Examples 81-175, step a] (7.0 g) in place of tert-butyl 3-(4-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanoate. After concentration in-vacuo, the residue was azeotroped with toluene (×2) to afford the subtitled compound. Yield 2.8 g.

Workup

  1. custom
Prepared by the method of Example 1, step e
  • concentrationAfter concentration in-vacuo
  • customthe residue was azeotroped with toluene (×2)
  • Sources & evidence

    ORD record
    ord-2f1adbd764464c8dba1cb1031664974e
    Source dataset
    uspto-grants-2013_06
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08455483B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes