Dicyclohexylcarbodiimide → HCID 178476676、化合物

HRID 904950ノート

反応式

HRID 904950 の反応式
C1C=CC2N(O)N=NC=2C=1.C1CCC(N=C=NC2CCCCC2)CC1.[NH:26]([C:38]([O:40][CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:39])[C@H:27]([C:35]([OH:37])=[O:36])[CH2:28][CH2:29][CH2:30][NH:31][C:32](=[NH:34])[NH2:33].[NH2:48][C@H:49]([C:57]([NH:59][C@H:60]([C:70]([NH:72][C@H:73]([C:77]([NH:79][C@H:80]([C:84]([O:86][CH3:87])=[O:85])[CH:81]([CH3:83])[CH3:82])=[O:78])[CH:74]([CH3:76])[CH3:75])=[O:71])[CH2:61][CH2:62][C:63](=[O:69])[O:64]C(C)(C)C)=[O:58])[CH2:50][CH2:51][CH2:52][NH:53][C:54](=[NH:56])[NH2:55].Cl.Cl>CN(C)C=O>[NH:26]([C:38]([O:40][CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:39])[C@H:27]([C:35]([NH:48][C@H:49]([C:57]([NH:59][C@H:60]([C:70]([NH:72][C@H:73]([C:77]([NH:79][C@H:80]([C:84]([O:86][CH3:87])=[O:85])[CH:81]([CH3:82])[CH3:83])=[O:78])[CH:74]([CH3:75])[CH3:76])=[O:71])[CH2:61][CH2:62][C:63](=[O:64])[OH:69])=[O:58])[CH2:50][CH2:51][CH2:52][NH:53][C:54](=[NH:55])[NH2:56])=[O:37])[CH2:28][CH2:29][CH2:30][NH:31][C:32](=[NH:34])[NH2:33].[CH3:27][C:35]([OH:37])=[O:36]

参加物

6

反応物 4

HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 178501512HCID 178501512、化合物HCID 178512917HCID 178512917、化合物

生成物 1

HCID 178476676HCID 178476676、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

0.68 g of HOBt and 1.1 g of DCC are added successively to 1.54 g of Z-Arg-OH and 3.44 g of the compound prepared in accordance with (B), in 40 ml of dimethylformamide. After stirring overnight, the mixture is filtered, the filtrate is concentrated in vacuo and the residue is digested with ethyl acetate. The tert.-butyl group is split off analogously to Example 1 with trifluoroacetic acid and the compound is converted into its acetate and purified by chromatography on Sephadex® LH 20. Yield 2.9 g, aminoacid analysis: Glu 1.00, Val 1.89 and Arg 2.01.

後処理

  1. filtrationthe mixture is filtered
  2. concentrationthe filtrate is concentrated in vacuo
  3. customThe tert.-butyl group is split off analogously to Example 1 with trifluoroacetic acid
  4. custompurified by chromatography on Sephadex® LH 20

出典と根拠

ORDレコード
ord-6888308b6a6e4de393ea80229b6c9378
出典データセット
uspto-grants-1983_12
特許番号
US04420424

反応ノート

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