HCID 58979467, compound → HCID 58979102, compound

HRID 1181094Notes

Reaction equation

HRID 1181094 reaction equation
[CH2:1]([O:3][C:4](=[O:32])[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15]CC2C=CC=CC=2)=[CH:11][C:10]=1[CH2:23][NH:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])([CH3:7])[CH3:6])[CH3:2]>C1COCC1>[CH2:1]([O:3][C:4](=[O:32])[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:10]=1[CH2:23][NH:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])([CH3:7])[CH3:6])[CH3:2]

Participants

3

Reactant 1

HCID 58979467HCID 58979467, compound

Product 1

HCID 58979102HCID 58979102, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-[4-benzyloxy-2-(tert-butoxycarbonylamino-methyl)-phenoxy]-2-methyl-propionic acid ethyl ester (0.38 g, 0.86 mmol) in THF (15 mL) was treated with 5% Pd-on-carbon (47 mg) and shaken under a hydrogen atmosphere (60 psi) at ambient temperature for 18 h. The mixture was filtered through Celite and concentrated. The crude product was purified by radial chromatography (hexanes/EtOAc 2.5/1) to give the title compound (208 mg g, 69%).

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationconcentrated
  3. customThe crude product was purified by radial chromatography (hexanes/EtOAc 2.5/1)

Sources & evidence

ORD record
ord-0f457503236046bda392137ec535943f
Source dataset
uspto-grants-2007_10
Patent number
US07282501B2

Reaction notes

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