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

HRID 1086117Notes

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]

Participants

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

waitleft
waitto stand at room temperature overnight
customThe residue is triturated with ether
filtrationThe precipitate is filtered off with suction
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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