Dicyclohexylcarbodiimide → HCID 178455928, compound

HRID 1086124Notes

Reaction equation

HRID 1086124 reaction equation
C1CCC(N=C=NC2CCCCC2)CC1.[NH2:16][C@H:17]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C@H:18]([CH2:20][CH3:21])[CH3:19].Cl.[NH:30]([C:42]([O:44][CH2:45][CH:46]1[C:58]2[C:53](=[CH:54][CH:55]=[CH:56][CH:57]=2)[C:52]2[C:47]1=[CH:48][CH:49]=[CH:50][CH:51]=2)=[O:43])[C@H:31]([C:39](O)=[O:40])[CH2:32][CH2:33][CH2:34][NH:35][C:36](=[NH:38])[NH2:37].C1C=CC2N(O)N=NC=2C=1>CN(C)C=O>[NH:30]([C:42]([O:44][CH2:45][CH:46]1[C:47]2[C:52](=[CH:51][CH:50]=[CH:49][CH:48]=2)[C:53]2[C:58]1=[CH:57][CH:56]=[CH:55][CH:54]=2)=[O:43])[C@H:31]([C:39]([NH:16][C@H:17]([C:22]([O:24][C:25]([CH3:26])([CH3:28])[CH3:27])=[O:23])[C@H:18]([CH2:20][CH3:21])[CH3:19])=[O:40])[CH2:32][CH2:33][CH2:34][NH:35][C:36](=[NH:37])[NH2:38]

Participants

6

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 11687228tert-Butyl isoleucinate--hydrogen chloride (1/1)HCID 178512912HCID 178512912, compound

Product 1

HCID 178455928HCID 178455928, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.2 g of DCC are added, at 0° C., to a stirred solution of 2.23 g of H-Ile-OtBu.HCl, 4 g (10 mmol) of Fmoc-Arg-OH and 1.35 g of HOBt in 80 ml of dimethylformamide. The working-up is carried out in analogy to Example 2b.

Sources & evidence

ORD record
ord-a83180d7e9cb47b4bf82fc4ccc27c11a
Source dataset
uspto-grants-1991_04
Patent number
US05011825

Reaction notes

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