Hydrochloric Acid → HCID 10811900, compound

HRID 861757Notes

Reaction equation

HRID 861757 reaction equation
C(OC([NH:11][C@@H:12]([CH2:22][N:23]1[CH2:28][CH2:27][C:26](=[C:29]2[C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][C:34]=3[CH:33]=[CH:32][C:31]3[CH:40]=[CH:41][CH:42]=[CH:43][C:30]2=3)[CH2:25][CH2:24]1)[C:13]([NH:15][CH2:16][C:17]([O:19]CC)=[O:18])=[O:14])=O)C1C=CC=CC=1.[OH-].[Na+].Cl>C(O)C>[NH2:11][C@@H:12]([CH2:22][N:23]1[CH2:24][CH2:25][C:26](=[C:29]2[C:30]3[CH:43]=[CH:42][CH:41]=[CH:40][C:31]=3[CH:32]=[CH:33][C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][C:35]2=3)[CH2:27][CH2:28]1)[C:13]([NH:15][CH2:16][C:17]([OH:19])=[O:18])=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10769556HCID 10769556, compound

Product 1

HCID 10811900HCID 10811900, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl α-{(S)-2-benzyloxycarbonylamino-3-[4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidin-1-yl]propionylamino}acetate(1 g, 1.7 mmol) in 20 ml ethanol was added 20 ml of 1N NaOH solution. The mixture was stirred at room temperature for 3 hours and acidified with conc. HCl. The mixture was stirred at room temperature for another hour. After neutrallization with NaHCO3, the white precipitate was collected by filtration and dried in vacuum. Recrystallization from methanol afforded the title compound as a white crystalline. Yield: 0.5 g (69%).

Workup

  1. stirringThe mixture was stirred at room temperature for another hour
  2. filtrationAfter neutrallization with NaHCO3, the white precipitate was collected by filtration
  3. customdried in vacuum
  4. customRecrystallization from methanol

Sources & evidence

ORD record
ord-46579c952da84741a93d50aa9d67e713
Source dataset
uspto-grants-1998_02
Patent number
US05714501

Reaction notes

Loading…