Ethylmorpholine → HCID 178476288, compound

HRID 1086128Notes

Reaction equation

HRID 1086128 reaction equation
C1CCC(N=C=NC2CCCCC2)CC1.[CH3:16][C:17]([S:20][S:21][CH2:22][C@H:23]([NH:27][C:28]([O:30][CH2:31][CH:32]1[C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[C:38]2[C:33]1=[CH:34][CH:35]=[CH:36][CH:37]=2)=[O:29])[C:24]([OH:26])=[O:25])([CH3:19])[CH3:18].[NH2:45][C@H:46]([C:54]([NH:56][C@H:57]([C:65]([O:67][C:68]([CH3:71])([CH3:70])[CH3:69])=[O:66])[CH2:58][C:59]1[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=1)=[O:55])[CH2:47][CH2:48][CH2:49][NH:50][C:51](=[NH:53])[NH2:52].C1C=CC2N(O)N=NC=2C=1.C(N1CCOCC1)C>CN(C)C=O>[NH:27]([C:28]([O:30][CH2:31][CH:32]1[C:33]2[C:38](=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:39]2[C:44]1=[CH:43][CH:42]=[CH:41][CH:40]=2)=[O:29])[C@H:23]([C:24]([NH:45][C@H:46]([C:54]([NH:56][C@H:57]([C:65]([O:67][C:68]([CH3:71])([CH3:70])[CH3:69])=[O:66])[CH2:58][C:59]1[CH:60]=[CH:61][CH:62]=[CH:63][CH:64]=1)=[O:55])[CH2:47][CH2:48][CH2:49][NH:50][C:51](=[NH:52])[NH2:53])=[O:26])[CH2:22][S:21][S:20][C:17]([CH3:18])([CH3:16])[CH3:19].[CH3:23][C:24]([OH:26])=[O:25]

Participants

7

Reactant 5

HCID 7525EthylmorpholineHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 162131903-((1,1-dimethylethyl)dithio)-N-((9H-fluoren-9-ylmethoxy)carbonyl)-L-alanineHCID 178451187HCID 178451187, compound

Product 1

HCID 178476288HCID 178476288, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.2 g of DCC are added, at 0° C., to a stirred solution of 4.31 g (10 mmol) of Fmoc-Cys(StBu)--OH, 7.74 g of H-Arg-Phe-OtBu.2 HClO4 (oily substance obtained above), 1.35 g of HOBt and 1.3 ml of N-ethylmorpholine in 40 ml of dimethylformamide. The mixture is worked up in analogy to Example 1a. The residue is triturated with diethyl ether and dried.

Workup

  1. customThe residue is triturated with diethyl ether
  2. customdried

Sources & evidence

ORD record
ord-b79d3db985854d78a22a96c125945c3f
Source dataset
uspto-grants-1991_04
Patent number
US05011825

Reaction notes

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