HCID 67100249, compound → HCID 57983570, compound

HRID 2078195Notes

Reaction equation

HRID 2078195 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([CH3:13])([CH3:12])[C:7](=[O:14])[C:6]([C:15]([NH:17][CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])=[O:16])=[C:5]2[OH:26]>C(O)(C(F)(F)F)=O>[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([CH3:13])([CH3:12])[C:7](=[O:14])[C:6]([C:15]([NH:17][CH2:18][C:19]([OH:21])=[O:20])=[O:16])=[C:5]2[OH:26]

Participants

3

Reactant 1

HCID 67100249HCID 67100249, compound

Product 1

HCID 57983570HCID 57983570, compoundYield 89.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

1,1-Dimethylethyl N-((6-methyl-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (255 mg, 709 μmol) was dissolved in TFA (3 mL) at ambient temperature for 30 minutes. The reaction mixture was then concentrated, precipitated with hexanes, filtered, and dried in a vacuum oven to give the title compound (192 mg) as a white solid. MS (m/z)=304 (M+H)+. Calculated for C16H17NO5 303.11.

Workup

  1. concentrationThe reaction mixture was then concentrated
  2. customprecipitated with hexanes
  3. filtrationfiltered
  4. customdried in a vacuum oven

Sources & evidence

ORD record
ord-a70d4d5931d84ff18fac0b2756187116
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

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