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

HRID 1893656Notes

Reaction equation

HRID 1893656 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 [M−H]−.

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-a2f4cd86425043939a7f515723ccd2c9
Source dataset
uspto-grants-2013_08
Patent number
US08513186B2

Reaction notes

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