Water → HCID 54526792, compound

HRID 2413670Notes

Reaction equation

HRID 2413670 reaction equation
[CH3:1][O:2][C:3](=[O:25])[C@H:4]([CH2:6][C:7]1[CH:14]=[C:12]([I:13])[C:11]([O:15][C:16]2[CH:23]=[C:21]([I:22])[C:20]([OH:24])=[C:18]([I:19])[CH:17]=2)=[C:9]([I:10])[CH:8]=1)[NH2:5].[C:26]([NH:36][CH2:37][C:38]([NH:40][CH2:41][C:42](O)=[O:43])=[O:39])([O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:27].C1(N=C=NCCN2CCOCC2)CCCCC1.O>CC(N(C)C)=O>[CH3:1][O:2][C:3](=[O:25])[C@H:4]([CH2:6][C:7]1[CH:8]=[C:9]([I:10])[C:11]([O:15][C:16]2[CH:17]=[C:18]([I:19])[C:20]([OH:24])=[C:21]([I:22])[CH:23]=2)=[C:12]([I:13])[CH:14]=1)[NH:5][C:42](=[O:43])[CH2:41][NH:40][C:38](=[O:39])[CH2:37][NH:36][C:26]([O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:27]

Participants

6

Reactant 4

HCID 962WaterHCID 849981-Cyclohexyl-3-(2-morpholinoethyl)carbodiimideHCID 95686CarbobenzoxyglycylglycineHCID 13911218Methyl O-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodo-L-tyrosinate

Product 1

HCID 54526792HCID 54526792, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Thyroxine methyl ester (5 g), as prepared above, N-carbobenzoxyglycylglycine (1.67 g) and cyclohexylmorpholinoethylcarbodiimide (5.3 g) were combined in 40 ml of dimethylacetamide. The mixture was stirred at room temperature for 24 hours, poured into deionized water, and the resulting residue collected and washed with water. The residue was recrystallized from methanol and water, yielding the product, N-carbobenzoxyglycylglycylthyroxine methyl ester.

Workup

  1. customthe resulting residue collected
  2. washwashed with water
  3. customThe residue was recrystallized from methanol and water

Sources & evidence

ORD record
ord-5589c5272c804923a1247b83c217292a
Source dataset
uspto-grants-1988_01
Patent number
US04719182

Reaction notes

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