Hydrochloric Acid → HCID 18429355, compound

HRID 1604149Notes

Reaction equation

HRID 1604149 reaction equation
C([O:4][CH2:5][C:6]([N:8]([CH2:31][CH:32]1[CH2:36][O:35]C(C)(C)[O:33]1)[C:9]1[C:10]([I:30])=[C:11]([C:17]([I:29])=[C:18]([NH:21][C:22](=[O:28])[CH2:23][O:24]C(=O)C)[C:19]=1[I:20])CCC([O-])=O)=[O:7])(=O)C.[OH-:39].[Na+].Cl.[CH3:42]O>O>[OH:4][CH2:5][C:6]([N:8]([CH2:31][CH:32]([OH:33])[CH2:36][OH:35])[C:9]1[C:10]([I:30])=[C:11]([C:17]([I:29])=[C:18]([NH:21][C:22](=[O:28])[CH2:23][OH:24])[C:19]=1[I:20])[CH2:42][OH:39])=[O:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 18429184HCID 18429184, compound

Product 1

HCID 18429355HCID 18429355, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N,N'-Bis(acetoxyacetyl)-N-[(2,2-dimethyl-1,3-dioxolane-4-yl)-methyl]-3,5-diamino-2,4,6-triiodobenzylacetate (36 mg, 0.042 mmol) was dissolved in a mixture of methanol (3 ml) and water (4 ml) and the pH was adjusted to 12 using a 1 M aqueous solution of NaOH. After stirring for 2 h, pH was adjusted to 1 using 1 M aqueous HCl and stirring was continued for 16 h. The solution was neutralized with an aqueous NaH2PO4 buffer, the solvents were removed by evaporation and the residue was purified by preparative HPLC to give 24 mg (81%) of the pure product.

Workup

  1. stirringstirring
  2. waitwas continued for 16 h
  3. customthe solvents were removed by evaporation
  4. customthe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-40dcac43c0c2455d8a963a0f5771bc3d
Source dataset
uspto-grants-1999_11
Patent number
US05993780

Reaction notes

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