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Ethylmorpholine → Z-Pro-Val-Lys(Boc)-Val-OtBu

HRID 1086117
Notes
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Reaction equation

HRID 1086117 reaction equation
C(N1CCOCC1)C.C1CCC(N=C=NC2CCCCC2)CC1.[N:24]1([C:39]([O:41][CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)=[O:40])[CH2:38][CH2:37][CH2:36][C@H:25]1[C:26]([NH:28][C@H:29]([C:33](O)=[O:34])[CH:30]([CH3:32])[CH3:31])=[O:27].[NH2:49][C@H:50]([C:63]([NH:65][C@H:66]([C:70]([O:72][C:73]([CH3:76])([CH3:75])[CH3:74])=[O:71])[CH:67]([CH3:69])[CH3:68])=[O:64])[CH2:51][CH2:52][CH2:53][CH2:54][NH:55][C:56]([O:58][C:59]([CH3:62])([CH3:61])[CH3:60])=[O:57].Cl.C1C=C2C(N(O)N=NC2=CC=1)=O>CN(C)C=O>[N:24]1([C:39]([O:41][CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)=[O:40])[CH2:38][CH2:37][CH2:36][C@H:25]1[C:26]([NH:28][C@H:29]([C:33]([NH:49][C@H:50]([C:63]([NH:65][C@H:66]([C:70]([O:72][C:73]([CH3:74])([CH3:75])[CH3:76])=[O:71])[CH:67]([CH3:69])[CH3:68])=[O:64])[CH2:51][CH2:52][CH2:53][CH2:54][NH:55][C:56]([O:58][C:59]([CH3:62])([CH3:60])[CH3:61])=[O:57])=[O:34])[CH:30]([CH3:32])[CH3:31])=[O:27]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 5

HCID 7525EthylmorpholineHCID 10868DicyclohexylcarbodiimideHCID 730263-hydroxy-1,2,3-benzotriazin-4(3H)-oneHCID 73512Z-Pro-val-OHHCID 131716852HCID 131716852, compound

Product 1

HCID 131716851Z-Pro-Val-Lys(Boc)-Val-OtBu

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

0.38 ml of N-ethylmorpholine and 0.66 g of DCC are added, at 0° C., to a solution of 1.05 g of Z-Pro-Val-OH, 1.3 g of H-Lys(Boc)-Val-OtBu.HCl and 0.5 g of HOObt in 5 ml of dimethylformamide. The mixture is stirred at 0° C. for one hour and left to stand at room temperature overnight. The working-up is as in Example 8a. The residue is triturated with ether. The precipitate is filtered off with suction and dried.

Workup

  1. waitleft
  2. waitto stand at room temperature overnight
  3. customThe residue is triturated with ether
  4. filtrationThe precipitate is filtered off with suction
  5. customdried

Sources & evidence

ORD record
ord-facb688903db459ab7907fab4e460d5b
Source dataset
uspto-grants-1991_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05011825

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes