Triethylamine → HCID 11557656, compound

HRID 851730Notes

Reaction equation

HRID 851730 reaction equation
[NH2:1][C@H:2]([C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([NH2:13])=[O:12])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].Cl.C(N(CC)CC)C>CN(C=O)C>[NH2:1][C@H:2]([C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([NH2:13])=[O:12])=[O:8])[CH2:3][CH:4]([CH3:5])[CH3:6]

Participants

4

Reactant 2

HCID 8471Triethylamine2×HCID 131713008HCID 131713008, compound

Product 1

HCID 11557656HCID 11557656, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.32 g (5 mmoles) of H-Leu-Pro-NH2.HCl are suspended in 20 ml of DMFA, and 1.61 g (5.2 mmoles) of Kpc-OPFP and 0.7 ml (5 mmoles) of triethylamine are added to the stirred suspension under ice cooling. After 5 minutes of stirring further 0.7 ml (5 mmoles) of triethylamine are added, the mixture is stirred for additional 20 minutes, and then evaporated in vacuo. The crystalline residue is triturated with ether, the crystals are filtered off, and washed with ether and cold chloroform. 1.27 g (72%) of Kpc-Leu-Pro-NH2 are obtained; m.p.: 214°-216° C., Rf5 =0.41, [α]D25 =-80.3° (c=1%, in acetic acid). Analysis for amino acids: α-amino-adipic acid: 0.99 (1.0), Leu: 1.00 (1.0), Pro: 0.98 (1.0).

Workup

  1. additionare added
  2. customevaporated in vacuo
  3. customThe crystalline residue is triturated with ether
  4. filtrationthe crystals are filtered off
  5. washwashed with ether and cold chloroform

Sources & evidence

ORD record
ord-249f58891c874ee792e19b2bf72457e2
Source dataset
uspto-grants-1983_05
Patent number
US04386073

Reaction notes

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