Trifluoroacetic acid → HCID 57983523, compound

HRID 1868882Notes

Reaction equation

HRID 1868882 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]1([CH2:14][CH2:13][CH2:12]1)[C:7](=[O:15])[C:6]([C:16]([NH:18][CH2:19][C:20]([O:22]C(C)(C)C)=[O:21])=[O:17])=[C:5]2[OH:27].C(O)(C(F)(F)F)=O>O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]1([CH2:12][CH2:13][CH2:14]1)[C:7](=[O:15])[C:6]([C:16]([NH:18][CH2:19][C:20]([OH:22])=[O:21])=[O:17])=[C:5]2[OH:27]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67099844HCID 67099844, compound

Product 1

HCID 57983523HCID 57983523, compoundYield 67.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1,1-Dimethylethyl N-((6′-chloro-4′-hydroxy-2′-oxo-spiro[cyclobutane-1,1′-naphthalen]-3′-yl)carbonyl)glycinate (151 mg, 385 μmol) was stirred in TFA (1 mL, 13462 μmol) for 20 minutes. Water was added. The resulting precipitate was filtered and washed with water to give the desired product as a white solid (87 mg). MS (m/e)=336.1 (M+H)+. Calculated for C16H15ClO4 335.06.

Workup

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-ebaf68b134714a20aa7c3e9ddf0c0e99
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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