Hydrochloric Acid → HCID 10254661, compound

HRID 487231Notes

Reaction equation

HRID 487231 reaction equation
[C:1]1([O:7][P:8]([CH2:17][NH:18][C@@H:19]([CH2:28][C:29]2[CH:34]=[CH:33][C:32]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)=[CH:31][CH:30]=2)[C:20]([NH:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[O:21])([O:10]C2C=CC=CC=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>C(#N)C>[C:1]1([O:7][P:8]([CH2:17][NH:18][C@@H:19]([CH2:28][C:29]2[CH:30]=[CH:31][C:32]([C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=3)=[CH:33][CH:34]=2)[C:20]([NH:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[O:21])([OH:10])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 132812Cgs 25462

Product 1

HCID 10254661HCID 10254661, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

(S)-N-[2-(Diphenylphosphonomethylamino)-3-(4-biphenylyl)-propionyl]-3-aminopropionic acid (100 mg, 0.18 mmol) is dissolved in acetonitrile (10 mL) containing 5% 1N HCl. The mixture is refluxed for 3 hours. The precipitate is filtered and triturated with aqueous methanol to yield (S)-N-[2-(monophenylphosphonomethylamino)-3-(4-biphenylyl)-propionyl]-3-aminopropionic acid as a monohydrate, m.p. 222°-223°.

Workup

  1. temperatureThe mixture is refluxed for 3 hours
  2. filtrationThe precipitate is filtered
  3. customtriturated with aqueous methanol

Sources & evidence

ORD record
ord-e422c04908534a1e8bef18d036e49a24
Source dataset
uspto-grants-1994_03
Patent number
US05294632

Reaction notes

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