Water → HCID 18611957, compound

HRID 568992Notes

Reaction equation

HRID 568992 reaction equation
C([O:5][C:6](=[O:37])[C@H:7]([CH3:36])[NH:8][C:9](=[O:35])[C@H:10]([CH2:19][CH2:20][CH:21]([F:34])[CH:22]([C:31]([OH:33])=[O:32])[NH:23]C(OC(C)(C)C)=O)[NH:11]C(OC(C)(C)C)=O)(C)(C)C.O>CCOCC.Cl>[F:34][CH:21]([CH:22]([C:31]([OH:33])=[O:32])[NH2:23])[CH2:20][CH2:19][C@@H:10]([C:9]([NH:8][C@H:7]([C:6]([OH:37])=[O:5])[CH3:36])=[O:35])[NH2:11]

Participants

5

Reactant 2

HCID 962WaterHCID 86742037HCID 86742037, compound

Product 1

HCID 18611957HCID 18611957, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolvent2×HCID 3283Diethyl EtherSolvent

Procedure

The Nα,Nε -di-t-butoxycarbonyl-δ-fluoro-ε-carboxylysyl-L-alanine t-butyl ester prepared above (511 mg) is dissolved in ether saturated with HCl gas, and the mixture is stirred at room temperature for 4 days. The precipitate is collected and dissolved in 1N HCl. Evaporation gives a white foam which is dried carefully and is dissolved in ethanol. Upon addition of excess propylene oxide, the title compound crystallizes with 0.75 mmoles of HCl and 0.75 mmoles of water.

Workup

  1. customThe precipitate is collected
  2. dissolutiondissolved in 1N HCl
  3. customEvaporation
  4. customgives a white foam which
  5. customis dried carefully
  6. dissolutionis dissolved in ethanol
  7. additionUpon addition of excess propylene oxide

Sources & evidence

ORD record
ord-780114d8d0514c3498a9879e770f1b9e
Source dataset
uspto-grants-1988_03
Patent number
US04730006

Reaction notes

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