HCID 86587866, compound → HCID 86587865, compound

HRID 2085346Notes

Reaction equation

HRID 2085346 reaction equation
[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]2[CH:32]=[CH:31][C:14]([C:15]([NH:17][C@@H:18]3[CH2:26][C@:21]4([O:25][CH2:24][CH2:23][CH2:22]4)[CH2:20][C@@H:19]3[C:27]([O:29][CH3:30])=[O:28])=[O:16])=[CH:13][CH:12]=2)=[CH:3][CH2:2]1>CO>[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([C:11]2[CH:12]=[CH:13][C:14]([C:15]([NH:17][C@@H:18]3[CH2:26][C@:21]4([O:25][CH2:24][CH2:23][CH2:22]4)[CH2:20][C@@H:19]3[C:27]([O:29][CH3:30])=[O:28])=[O:16])=[CH:31][CH:32]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 86587866HCID 86587866, compound

Product 1

HCID 86587865HCID 86587865, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl (5R,7S,8R)-8-{[4-(2H-chromen-4-yl)benzoyl]amino}-1-oxaspiro[4.4]nonane-7-carboxylate from reaction 34e (0.12 g, 0.29 mmol) was dissolved in methanol (30 mL), degassed with nitrogen, 5% Pd/C was added and the reaction was charged to 55 psi hydrogen. The reaction was shaken for 6 h. The catalyst was removed over Celite and the filtrate was concentrated to give methyl (5R,7S,8R)-8-{[4-(3,4-dihydro-2H-chromen-4-yl)benzoyl]amino}-1-oxaspiro[4.4]nonane-7-carboxylate (0.10 g, 80%) as a clear oil.

Workup

  1. customdegassed with nitrogen, 5% Pd/C
  2. additionwas added
  3. additionthe reaction was charged to 55 psi hydrogen
  4. customThe catalyst was removed over Celite
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-3e01e8c4dbe14220ba6f08cb0db623db
Source dataset
uspto-grants-2004_04
Patent number
US06720329B2

Reaction notes

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