HCID 68617929, compound → [(tert-Butoxycarbonyl)amino](cyclopentyl)acetic acid

HRID 2405806Notes

Reaction equation

HRID 2405806 reaction equation
C1([NH2+]C2CCCCC2)CCCCC1.[C:14]([O:18][C:19]([NH:21][CH:22]([CH:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1)[C:23]([O-:25])=[O:24])=[O:20])([CH3:17])([CH3:16])[CH3:15]>Cl>[C:14]([O:18][C:19]([NH:21][CH:22]([CH:26]1[CH2:27][CH2:28][CH2:29][CH2:30]1)[C:23]([OH:25])=[O:24])=[O:20])([CH3:17])([CH3:15])[CH3:16]

Participants

3

Reactant 1

HCID 68617929HCID 68617929, compound

Product 1

HCID 13890989[(tert-Butoxycarbonyl)amino](cyclopentyl)acetic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

tert-Butoxycarbonylamino-cyclopentyl-acetate dicyclohexylammonium salt (2.85 g, 6.6 mmol; commercially available from Bachem) was dissolved in 1M HCl. Immediate EtOAc extractions were washed with brine and dried over anhydrous Na2SO4. Following concentration in vacuo, tert-Butoxycarbonylamino-cyclopentyl-acetic acid was isolated as a white foamy solid (1.6 g, quant) and was used without further purification. LCMS found 241.9

Workup

  1. extractionImmediate EtOAc extractions
  2. washwere washed with brine
  3. dry with materialdried over anhydrous Na2SO4
  4. concentrationconcentration in vacuo

Sources & evidence

ORD record
ord-b74f8b98b71849cda13aa7ecb3c22786
Source dataset
uspto-grants-2014_08
Patent number
US08809267B2

Reaction notes

Loading…