Sodium Hydroxide → HCID 18454886, compound

HRID 1271805Notes

Reaction equation

HRID 1271805 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:22][CH2:21][N:20]([CH2:23][C:24]([O:26]CC)=[O:25])[CH2:19][CH2:18][N:17]([C:29]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[O:30])[CH2:16][CH2:15][N:14]([C:39]([O:41][CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)=[O:40])[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>O1CCOCC1>[CH2:1]([O:8][C:9]([N:11]1[CH2:22][CH2:21][N:20]([CH2:23][C:24]([OH:26])=[O:25])[CH2:19][CH2:18][N:17]([C:29]([O:31][CH2:32][C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)=[O:30])[CH2:16][CH2:15][N:14]([C:39]([O:41][CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)=[O:40])[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 184548871,4,7-Tris-(benzyloxycarbonyl)-10-(ethoxycarbonylmethyl)-1,4,7,10-tetrazacyclododecane

Product 1

HCID 18454886HCID 18454886, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

34 g (51.4 mmol) of 1,4,7-tris-(benzyloxycarbonyl)-10-(ethoxycarbonylmethyl)-1,4,7,10-tetrazacyclododecane is dissolved in 300 ml of dioxane and mixed with 144 ml of 5% aqueous NaOH solution and stirred for 24 hours at room temperature. After neutralization with concentrated HCl, it is evaporated to the dry state. The residue is taken up in 250 ml of ethyl acetate and extracted twice with 250 ml each of 1N HCl solution. The organic phase is dried on sodium sulfate, and the solvent is evaporated to the dry state.

Workup

  1. customAfter neutralization with concentrated HCl, it is evaporated to the dry state
  2. extractionextracted twice with 250 ml each of 1N HCl solution
  3. customThe organic phase is dried on sodium sulfate
  4. customthe solvent is evaporated to the dry state

Sources & evidence

ORD record
ord-233b802a1dcd4c22822cb4dc157b6512
Source dataset
uspto-grants-2007_04
Patent number
US07208140B2

Reaction notes

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