Dicyclohexylcarbodiimide → HCID 178455926, compound

HRID 1086127Notes

Reaction equation

HRID 1086127 reaction equation
C1CCC(N=C=NC2CCCCC2)CC1.[NH:16]([C:36]([O:38][CH2:39][CH:40]1[C:52]2[C:47](=[CH:48][CH:49]=[CH:50][CH:51]=2)[C:46]2[C:41]1=[CH:42][CH:43]=[CH:44][CH:45]=2)=[O:37])[C@H:17]([C:25]([NH:27][C@H:28]([C:33](O)=[O:34])[C@H:29]([CH2:31][CH3:32])[CH3:30])=[O:26])[CH2:18][CH2:19][CH2:20][NH:21][C:22](=[NH:24])[NH2:23].[NH2:53][C@H:54]([C:58]([NH:60][C@H:61]([C:69]([NH:71][C@H:72]([C:77]([O:79][CH2:80][C:81]1[CH:86]=[CH:85][CH:84]=[CH:83][CH:82]=1)=[O:78])[C@H:73]([CH2:75][CH3:76])[CH3:74])=[O:70])[CH2:62][CH2:63][CH2:64][NH:65][C:66](=[NH:68])[NH2:67])=[O:59])[CH:55]([CH3:57])[CH3:56].C1C=C2C(N(O)N=NC2=CC=1)=O>CN(C)C=O>[NH:16]([C:36]([O:38][CH2:39][CH:40]1[C:52]2[C:47](=[CH:48][CH:49]=[CH:50][CH:51]=2)[C:46]2[C:41]1=[CH:42][CH:43]=[CH:44][CH:45]=2)=[O:37])[C@H:17]([C:25]([NH:27][C@H:28]([C:33]([NH:53][C@H:54]([C:58]([NH:60][C@H:61]([C:69]([NH:71][C@H:72]([C:77]([O:79][CH2:80][C:81]1[CH:82]=[CH:83][CH:84]=[CH:85][CH:86]=1)=[O:78])[C@H:73]([CH2:75][CH3:76])[CH3:74])=[O:70])[CH2:62][CH2:63][CH2:64][NH:65][C:66](=[NH:67])[NH2:68])=[O:59])[CH:55]([CH3:57])[CH3:56])=[O:34])[C@H:29]([CH2:31][CH3:32])[CH3:30])=[O:26])[CH2:18][CH2:19][CH2:20][NH:21][C:22](=[NH:23])[NH2:24]

Participants

6

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 730263-hydroxy-1,2,3-benzotriazin-4(3H)-oneHCID 178455924HCID 178455924, compoundHCID 178455927Fmoc-Arg-Ile-OH

Product 1

HCID 178455926HCID 178455926, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.3 g of DCC are added, at 0° C., to a stirred solution of 7.4 g (15 mmol) of Fmoc-Arg-Ile-OH, 7.15 g of H-Val-Arg-Ile-OBzl and 2.44 g of HOObt in 150 ml of dimethylformamide. The working-up is carried out in analogy to Example 2b. The dried residue is triturated with ethyl acetate, filtered off with suction and dried.

Workup

  1. customThe dried residue is triturated with ethyl acetate
  2. filtrationfiltered off with suction
  3. customdried

Sources & evidence

ORD record
ord-21cd934257bb4d6fb73867de9389b90f
Source dataset
uspto-grants-1991_04
Patent number
US05011825

Reaction notes

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