HCID 58645826, compound → HCID 21107054, compound

HRID 1765324Notes

Reaction equation

HRID 1765324 reaction equation
C(OC([NH:11][CH:12]1[CH2:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14](=[CH:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:13]1)=O)C1C=CC=CC=1>C(O)C.[Pd]>[NH2:11][CH:12]1[CH2:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:13]1

Participants

4

Reactant 1

HCID 58645826HCID 58645826, compound

Product 1

HCID 21107054HCID 21107054, compoundYield 85.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 3-benzyloxycarbonylamino-1-carboethoxymethylene-1,2,3,4-tetrahydronaphthalene (2.7:1 stereoisomeric mixture, 55 mg) in ethanol (2 mL) stirring at room temperature was added 10% palladium on carbon (6 mg). The reaction mixture was hydrogenated (balloon) for 3 d. At the conclusion of this period, the reaction mixture was filtered through Celite® and evaporated under vacuum to obtain the title compound (30 mg) as a cis-trans mixture which was inseparable by HPLC.

Workup

  1. customfor 3 d
  2. filtrationAt the conclusion of this period, the reaction mixture was filtered through Celite®
  3. customevaporated under vacuum

Sources & evidence

ORD record
ord-be196db1097f4ebeb671c8c7e4867082
Source dataset
uspto-grants-2007_06
Patent number
US07226942B2

Reaction notes

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