Ethylmorpholine → Z-Pro-Val-OtBu

HRID 1086115Notes

Reaction equation

HRID 1086115 reaction equation
C(N1CCOCC1)C.C1CCC(N=C=NC2CCCCC2)CC1.[N:24]1([C:32]([O:34][CH2:35][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)=[O:33])[CH2:31][CH2:30][CH2:29][C@H:25]1[C:26]([OH:28])=O.[NH2:42][C@H:43]([C:47]([O:49][C:50]([CH3:53])([CH3:52])[CH3:51])=[O:48])[CH:44]([CH3:46])[CH3:45].Cl.C1C=CC2N(O)N=NC=2C=1>CN(C)C=O>[N:24]1([C:32]([O:34][CH2:35][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)=[O:33])[CH2:31][CH2:30][CH2:29][C@H:25]1[C:26]([NH:42][C@H:43]([C:47]([O:49][C:50]([CH3:52])([CH3:51])[CH3:53])=[O:48])[CH:44]([CH3:46])[CH3:45])=[O:28]

Participants

7

Reactant 5

HCID 7525EthylmorpholineHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 101987Benzyloxycarbonyl-L-prolineHCID 12490702tert-butyl (2S)-2-amino-3-methylbutanoate hydrochloride

Product 1

HCID 12286264Z-Pro-Val-OtBu

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.3 ml of N-ethylmorpholine and 2.2 g of DCC are added, at 0° C., to a solution of 2.49 g of Z-Pro-OH, 2.1 g of H-Val-OtBu.HCl and 1.35 g of HOBt in 20 ml of dimethylformamide. The subsequent procedure is as in Example 8a. The residue is triturated with petroleum ether, filtered off with suction and dried.

Workup

  1. customThe residue is triturated with petroleum ether
  2. filtrationfiltered off with suction
  3. customdried

Sources & evidence

ORD record
ord-318aacdf3a8848eca16a0bc42725c105
Source dataset
uspto-grants-1991_04
Patent number
US05011825

Reaction notes

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