HCID 67113963, compound → HCID 67113711, compound

HRID 1507664Notes

Reaction equation

HRID 1507664 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][C:11]1([OH:26])[CH2:15][CH2:14][CH2:13][CH:12]1[C:16]([O:18]CC1C=CC=CC=1)=[O:17])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][C:11]1([OH:26])[CH2:15][CH2:14][CH2:13][CH:12]1[C:16]([OH:18])=[O:17])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 67113963HCID 67113963, compound

Product 1

HCID 67113711HCID 67113711, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of benzyl 2-(2-(t-butoxycarbonylamino)ethyl)-2-hydroxycyclopentanecarboxylate (from step D, 70 mg, 0.193 mmol) in MeOH (3 mL) was added palladium (10% wt Pd/C, 20.50 mg, 0.019 mmol). The resulting mixture was stirred under a hydrogen balloon for 30 min. The reaction mixture was filtered. The filtrate was concentrated under reduced pressure to yield 2-(2-(tert-butoxycarbonylamino)ethyl)-2-hydroxycyclopentanecarboxylic acid (50 mg, 0.183 mmol, 95% yield) as an oil. MS=273 (M+H)+

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8cba44730db345c5aeda2c9e570402db
Source dataset
uspto-grants-2015_12
Patent number
US09221819B2

Reaction notes

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