Dicyclohexylcarbodiimide → HCID 178500733, compound

HRID 65349Notes

Reaction equation

HRID 65349 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]([NH:45][C@H:46]([C:48]([NH:50][C@H:51]([C@H:56]([CH2:58][C:59]([O:61][CH3:62])=[O:60])[OH:57])[CH2:52][CH:53]([CH3:55])[CH3:54])=[O:49])[CH3:47])=[O:44])[CH:40]([CH3:42])[CH3:41])=[O:37])[CH2:32][CH:33]([CH3:35])[CH3:34].Cl.C1C=CC2N(O)N=NC=2C=1.C(N(C(C)C)C(C)C)C.C1CCC(N=C=NC2CCCCC2)CC1>>[NH:1]([C:23]([O:25][C:26]([CH3:28])([CH3:27])[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]([NH:45][C@H:46]([C:48]([NH:50][C@H:51]([C@H:56]([CH2:58][C:59]([O:61][CH3:62])=[O:60])[OH:57])[CH2:52][CH:53]([CH3:54])[CH3:55])=[O:49])[CH3:47])=[O:44])[CH:40]([CH3:41])[CH3:42])=[O:37])[CH2:32][CH:33]([CH3:35])[CH3:34])=[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

Participants

6

Reactant 5

HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 131714869HCID 131714869, compoundHCID 178454152HCID 178454152, compound

Product 1

HCID 178500733HCID 178500733, compound

Procedure

In a manner analogous to that described in Example 1, using as starting materials 52 mg of BOC-Phe-His-OH, 60 mg of H-Leu-Val-Ala-Sta-OCH3.HCl, 18 mg of HOBT, 0.24 ml of ethyldiisopropylamine and 34 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 N8). Rf(N9)=0.38.

Sources & evidence

ORD record
ord-f3e6f5a68a3b487caa7a5b1363b9e883
Source dataset
uspto-grants-1986_09
Patent number
US04613676

Reaction notes

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