Dicyclohexylcarbodiimide → HCID 178450969, compound

HRID 65348Notes

Reaction equation

HRID 65348 reaction equation
[NH:1]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[C@H:2]([C:10]([NH:12][C@H:13]([C:20](O)=[O:21])[CH2:14][C:15]1[N:19]=[CH:18][NH:17][CH:16]=1)=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH2:30][C@H:31]([C:36]([NH:38][C@H:39]([C:43]([OH:45])=[O:44])[CH:40]([CH3:42])[CH3:41])=[O:37])[CH2:32][CH:33]([CH3:35])[CH3:34].[C:46]([O:50][C:51]([CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][NH-:60])=[O:52])([CH3:49])([CH3:48])[CH3:47].C1C=CC2N(O)N=NC=2C=1.C1CCC(N=C=NC2CCCCC2)CC1>C(Cl)Cl.CO>[NH:1]([C:23]([O:25][C:26]([CH3:27])([CH3:28])[CH3:29])=[O:24])[C@H:2]([C:10]([NH:12][C@H:13]([C:20]([NH:30][C@H:31]([C:36]([NH:38][C@H:39]([C:43]([OH:45])=[O:44])[CH:40]([CH3:41])[CH3:42])=[O:37])[CH2:32][CH:33]([CH3:34])[CH3:35])=[O:21])[CH2:14][C:15]1[N:19]=[CH:18][NH:17][CH:16]=1)=[O:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1.[C:46]([O:50][C:51]([CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][NH-:60])=[O:52])([CH3:49])([CH3:48])[CH3:47]

Participants

6

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 131714867HCID 131714867, compoundHCID 178454152HCID 178454152, compound

Product 1

HCID 178450969HCID 178450969, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

In a manner analogous to that discribed in Example 1, using as starting materials 81 mg of BOC-Phe-His-OH, 79 mg of H-Leu-Val-7-tert.-butoxycarbonyl-heptyl amide, 28 mg of HOBt and 57 mg of DCCI, the title compound is obtained in the form of a colourless powder after flash chromatography (30 g of silica gel 60, 40-63 μm, system: methylene chloride/methanol/concentrated ammonia 800:50:1). Rf (methylene chloride/methanol/concentrated ammonia 500:50:1)=0.33.

Sources & evidence

ORD record
ord-16b836d1ea7d4fbf8f4485731a6f88e8
Source dataset
uspto-grants-1986_09
Patent number
US04613676

Reaction notes

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