HCID 178451285, compound → HCID 178525894, compound

HRID 1868952Notes

Reaction equation

HRID 1868952 reaction equation
C([O:5][C:6](=[O:29])[CH2:7][NH:8][C:9]([C:11]1[C:25](=[O:26])[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][C:23]=2[Cl:27])[C:13]2([CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[C:12]=1[OH:28])=[O:10])(C)(C)C>C(O)(C(F)(F)F)=O.O>[Cl:27][C:23]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:24]=1[C:25](=[O:26])[C:11]([C:9]([NH:8][CH2:7][C:6]([OH:29])=[O:5])=[O:10])=[C:12]([OH:28])[C:13]12[CH2:14][CH2:15][O:16][CH2:17][CH2:18]1

Participants

4

Reactant 1

HCID 178451285HCID 178451285, compound

Product 1

HCID 178525894HCID 178525894, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A mixture of t-butyl-N-((5-chloro-2-hydroxy-4-oxo-2′,3′,5′,6′-tetrahydro-4H-spiro[naphthalene-1,4′-pyran]-3-yl)carbonyl)glycinate (51 mg, 121 μmol) in 1 mL TFA was stirred at room temperature for 30 minutes and diluted with 20 mL water. The solid was collected by filtration and washed with 20 mL water. The solid was then dried under high vacuum to give, 39 mg pale yellow solid. MS m/e: (M+H)+ 366.

Workup

  1. filtrationThe solid was collected by filtration
  2. washwashed with 20 mL water
  3. customThe solid was then dried under high vacuum
  4. customto give

Sources & evidence

ORD record
ord-5d7f1310b9a746d2ac56de5ad61bbd83
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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