HCID 129281815, compound → 105871-53-2

HRID 2118840Notes

Reaction equation

HRID 2118840 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([C:20]1([OH:24])[CH2:23][CH2:22][CH2:21]1)[C:10]([O:12]CC1C=CC=CC=1)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].C(O)C>[C:1]([O:5][C:6]([NH:8][CH:9]([C:20]1([OH:24])[CH2:21][CH2:22][CH2:23]1)[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 129281815HCID 129281815, compound

Product 1

HCID 20190609105871-53-2Yield 87.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

N-(t-Butoxycarbonyl)-α-(1-hydroxycyclobutyl)glycine, benzyl ester (7.8 g, 23.3 mmoles) was hydrogenated at 1 atmosphere over 1.0 g of 10% palladium on charcoal in 150 ml of absolute ethanol for 4 hours at 25° C. The catalyst was filtered and the solvent evaporated in vacuo. Benzene was added and evaporated twice, to give 5.0 g of product as a hard foam.

Workup

  1. filtrationThe catalyst was filtered
  2. customthe solvent evaporated in vacuo
  3. additionBenzene was added
  4. customevaporated twice

Sources & evidence

ORD record
ord-263aeb7958094504b3fbd80093f61eda
Source dataset
uspto-grants-1987_07
Patent number
US04680388

Reaction notes

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