Hydrochloric Acid → 2,8-Diamino-4-phosphonomethyl-oct-3-enoic acid dihydrochloride

HRID 376104Notes

Reaction equation

HRID 376104 reaction equation
C[O:2][C:3](=[O:34])[CH:4]([NH:31]C=O)[CH:5]=[C:6]([CH2:22][P:23]([O:28]CC)([O:25]CC)=[O:24])[CH2:7][CH2:8][CH2:9][CH2:10][NH:11]C(OCC1C=CC=CC=1)=O.[ClH:35]>>[ClH:35].[ClH:35].[NH2:31][CH:4]([CH:5]=[C:6]([CH2:22][P:23]([OH:28])([OH:25])=[O:24])[CH2:7][CH2:8][CH2:9][CH2:10][NH2:11])[C:3]([OH:34])=[O:2]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 542340138-(N-benzyloxycarbonylamino)-4-diethylphosphonomethyl-2-formylamino-oct-3-enoic acid methyl ester

Product 1

HCID 867476692,8-Diamino-4-phosphonomethyl-oct-3-enoic acid dihydrochloride

Procedure

0.5 g (1.0 mmol) of 8-(N-benzyloxycarbonylamino)-4-diethylphosphonomethyl-2-formylamino-oct-3-enoic acid methyl ester is heated under reflux in 5.0 ml of 6N hydrochloric acid for 6 hours. Concentration to dryness by evaporation yields 2,8-diamino-4-phosphonomethyl-oct-3-enoic acid dihydrochloride in the form of a rubber-like solid which is recrystallised from acetonitrile; m.p. 128° (decomp.).

Workup

  1. concentrationConcentration to dryness
  2. customby evaporation

Sources & evidence

ORD record
ord-fbc2be0b0d424015a829609c489377b4
Source dataset
uspto-grants-1996_01
Patent number
US05488140

Reaction notes

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