Methyl 2-[3-[[(1,1-dimethylethoxy)carbonyl]amino]cyclobutylidene]acetate → HCID 54100600, compound

HRID 1050996Notes

Reaction equation

HRID 1050996 reaction equation
[CH3:1][O:2][C:3](=[O:17])[CH:4]=[C:5]1[CH2:8][CH:7]([NH:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6]1>CO.[Pd]>[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH:5]1[CH2:6][CH:7]([NH:9][C:10]([O:12][C:13]([CH3:15])([CH3:14])[CH3:16])=[O:11])[CH2:8]1

Participants

4

Reactant 1

HCID 23374583Methyl 2-[3-[[(1,1-dimethylethoxy)carbonyl]amino]cyclobutylidene]acetate

Product 1

HCID 54100600HCID 54100600, compoundYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of (3-tert-Butoxycarbonylamino-cyclobutylidene)-acetic acid methyl ester (7 g, 29 mmol) in methanol (100 mL) was added Pd/C (5 g) and stirred at room temperature under H2 balloon overnight. After TLC showed the reaction was completed, the mixture was filtered over Celite. The filtrate was concentrated under reduced pressure to give the title compound (7 g, yield 99%) as a white solid, which was used for the next step directly without further purification.

Workup

  1. filtrationthe mixture was filtered over Celite
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3493d6a7fd5549f1b907aa07869f36c9
Source dataset
uspto-grants-2016_07
Patent number
US09388148B2

Reaction notes

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