HCID 178455928, compound → Fmoc-Arg-Ile-OH

HRID 1086125Notes

Reaction equation

HRID 1086125 reaction equation
[NH:1]([C:25]([O:27][CH2:28][CH:29]1[C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[C:35]2[C:30]1=[CH:31][CH:32]=[CH:33][CH:34]=2)=[O:26])[C@H:2]([C:10]([NH:12][C@H:13]([C:18]([O:20]C(C)(C)C)=[O:19])[C@H:14]([CH2:16][CH3:17])[CH3:15])=[O:11])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:9])[NH2:8]>FC(F)(F)C(O)=O>[NH:1]([C:25]([O:27][CH2:28][CH:29]1[C:30]2[C:35](=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:36]2[C:41]1=[CH:40][CH:39]=[CH:38][CH:37]=2)=[O:26])[C@H:2]([C:10]([NH:12][C@H:13]([C:18]([OH:20])=[O:19])[C@H:14]([CH2:16][CH3:17])[CH3:15])=[O:11])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:8])[NH2:9]

Participants

3

Reactant 1

HCID 178455928HCID 178455928, compound

Product 1

HCID 178455927Fmoc-Arg-Ile-OH

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

15.8 g of Fmoc-Arg-Ile-OtBu are dissolved in 150 ml of 90% strength aqueous trifluoroacetic acid. The solution is left to stand at room temperature for 1 hour, and is concentrated. The residue is triturated twice with diethyl ether, the ether being decanted off each time. Water is added to the residue, and the pH is adjusted to with saturated NaHCO3 solution. The precipitate is filtered off with suction and dried.

Workup

  1. waitThe solution is left
  2. concentrationis concentrated
  3. customThe residue is triturated twice with diethyl ether
  4. customthe ether being decanted off each time
  5. additionWater is added to the residue
  6. filtrationThe precipitate is filtered off with suction
  7. customdried

Sources & evidence

ORD record
ord-7cc252e9a0024683826e317a26012343
Source dataset
uspto-grants-1991_04
Patent number
US05011825

Reaction notes

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