(1S)-1-(4-Nitrophenyl)ethan-1-amine → N-(4-Carbamimidoyl-phenyl)-N'-[1-(4-nitro-phenyl)-ethyl]-2-phenyl-malonamide

HRID 860179ノート

反応式

HRID 860179 の反応式
[Na+].[C:2]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:23])[CH:13]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:14]([O-:16])=O)=[CH:7][CH:6]=1)(=[NH:4])[NH2:3].[B-](F)(F)(F)F.CCOC(C(C#N)=NOC(N(C)C)=[N+](C)C)=O.[N+:46]([C:49]1[CH:54]=[CH:53][C:52]([C@@H:55]([NH2:57])[CH3:56])=[CH:51][CH:50]=1)([O-:48])=[O:47]>CN(C=O)C>[C:2]([C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12](=[O:23])[CH:13]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:14]([NH:57][CH:55]([C:52]2[CH:51]=[CH:50][C:49]([N+:46]([O-:48])=[O:47])=[CH:54][CH:53]=2)[CH3:56])=[O:16])=[CH:9][CH:10]=1)(=[NH:4])[NH2:3]

参加物

5

反応物 3

HCID 1268055(1S)-1-(4-Nitrophenyl)ethan-1-amineHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 23700157n-(4-Carbamimidoyl-phenyl)-2-phenyl-malonamic acid sodium salt

生成物 1

HCID 15907897N-(4-Carbamimidoyl-phenyl)-N'-[1-(4-nitro-phenyl)-ethyl]-2-phenyl-malonamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

実験手順

75 mg (0.235 mmol) of the sodium salt from example 2 were dissolved in 2.5 ml DMF. 85 mg (0.265 mmol) TOTU in 2.5 ml DMF were added and stirred for 30 min at rt. Then 34 μl (0.265 mmol) NEM and 53.7 mg (0.265 mmol) of (S)-1-(4-nitrophenyl)-ethylamine in 0.5 ml of DMF was added and the mixture stirred at rt overnight. After filtration, the filtrate was evaporated to dryness and purified by prep. RP-HPLC.

後処理

  1. stirringthe mixture stirred at rt overnight
  2. filtrationAfter filtration
  3. customthe filtrate was evaporated to dryness
  4. custompurified by prep

出典と根拠

ORDレコード
ord-f65f81e630ba4ccd97685b5e2d118511
出典データセット
uspto-grants-2006_12
特許番号
US07153876B2

反応ノート

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