HCID 131710216, compound → HCID 131710217, compound

HRID 1076423Notes

Reaction equation

HRID 1076423 reaction equation
[NH:1]([C:32]([O:34][CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)=[O:33])[CH2:2][C:3]([NH:5][C@H:6]([C:14]([NH:16][CH2:17][C:18]([N:20]1[CH2:31][CH2:30][CH2:29][C@H:21]1[C:22]([O:24]C(C)(C)C)=[O:23])=[O:19])=[O:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4]>FC(F)(F)C(O)=O>[NH:1]([C:32]([O:34][CH2:35][C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)=[O:33])[CH2:2][C:3]([NH:5][C@H:6]([C:14]([NH:16][CH2:17][C:18]([N:20]1[CH2:31][CH2:30][CH2:29][C@H:21]1[C:22]([OH:24])=[O:23])=[O:19])=[O:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4]

Participants

3

Reactant 1

HCID 131710216HCID 131710216, compound

Product 1

HCID 131710217HCID 131710217, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

25.6 g of Z-Gly-Phe-Gly-Pro-OtBu are dissolved in 260 ml of 90 % strength trifluoracetic acid and the solution is allowed to stand for 20 minutes at 22°C. Thereafter it is concentrated in a rotational evaporator at 25°C bath temperature until it has an oily consistency; 250 ml of water are then added and the viscous mass is thoroughly kneaded at 0°C. The aqueous phase is decanted off, and the residue is washed twice more in the same manner with 100 ml of water at a time. The residue is then dried in a high vacuum at 30°C bath temperature. The residue hereupon obtained is mixed with 600 ml of ether-petroleum ether (1:1), triturated, filtered off and dried. The product is directly processed further.

Workup

  1. concentrationThereafter it is concentrated in a rotational evaporator at 25°C bath temperature until it
  2. addition250 ml of water are then added
  3. customis thoroughly kneaded at 0°C
  4. customThe aqueous phase is decanted off
  5. washthe residue is washed twice more in the same manner with 100 ml of water at a time
  6. customThe residue is then dried in a high vacuum at 30°C bath temperature
  7. customThe residue hereupon obtained
  8. customtriturated
  9. filtrationfiltered off
  10. customdried

Sources & evidence

ORD record
ord-6c4aedba44be46bfb5c1a4d5e666289c
Source dataset
uspto-grants-1976_05
Patent number
US03956260

Reaction notes

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