HCID 131726535, compound → HCID 131726536, compound

HRID 1296285Notes

Reaction equation

HRID 1296285 reaction equation
C(OC([NH:8][C@@:9]([CH3:26])([C:17]([NH:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[O:18])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O)(C)(C)C>Cl.O1CCOCC1>[CH3:26][C@:9]([C:17]([NH:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[O:18])([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[NH2:8]

Participants

4

Reactant 1

HCID 131726535HCID 131726535, compound

Product 1

HCID 131726536HCID 131726536, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

[N-(tert-butyloxycarbonyl)-α-methyl-(R)-phenylalanyl]glycine, ethyl ester was stirred at ambient temperature in 4N HCl in dioxane (30 ml). After 1.5 h, the solvent was removed in vacuo. The residue was transferred to a separatory funnel with EtOAc. Extraction with EtOAc (2×) and washing of the combined organic layers brine and drying with MgSO4 afforded 0.63 g of crude product after evaporation of the solvent. This was used in the next step without further purification. MS (ESI) 265 (M+H).

Workup

  1. customthe solvent was removed in vacuo
  2. customThe residue was transferred to a separatory funnel with EtOAc
  3. extractionExtraction with EtOAc (2×)
  4. washwashing of the combined organic layers brine
  5. dry with materialdrying with MgSO4

Sources & evidence

ORD record
ord-0e0bd9cad6aa44ff9d4cd09f66b614c1
Source dataset
uspto-grants-2007_07
Patent number
US07244843B2

Reaction notes

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