Iodoethane → HCID 54105556, compound

HRID 2256432Notes

Reaction equation

HRID 2256432 reaction equation
[CH3:1][O:2][C:3](=[O:24])[C@H:4]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1)[NH:5][C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7].C(=O)([O-])[O-].[K+].[K+].I[CH2:32][CH3:33]>CN(C=O)C>[CH3:1][O:2][C:3](=[O:24])[C@H:4]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([O:23][CH2:32][CH3:33])=[CH:21][CH:22]=1)[NH:5][C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 7010613N-[(Phenylmethoxy)carbonyl]-L-tyrosine methyl ester

Product 1

HCID 54105556HCID 54105556, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

32.94 g (100 mmol) of N-benzyloxycarbonyltyrosine methyl ester is mixed in 200 ml of DMF with 27.64 g (200 mmol) of ground potassium carbonate. 8.96 ml (110 mmol) of iodoethane is instilled in this suspension and stirred overnight at room temperature. The solution is concentrated by evaporation, distributed between ethyl acetate and water and, after drying (Na2SO4), the organic phase is mixed with hexane. The title compound crystallizes out.

Workup

  1. concentrationThe solution is concentrated by evaporation
  2. dry with materialafter drying (Na2SO4)
  3. additionthe organic phase is mixed with hexane
  4. customThe title compound crystallizes out

Sources & evidence

ORD record
ord-6f31930a48904cd88cba944062d7b801
Source dataset
uspto-grants-1997_08
Patent number
US05654467

Reaction notes

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