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

HRID 860179

반응식

HRID 860179 반응식
[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]

참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-f65f81e630ba4ccd97685b5e2d118511
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07153876B2

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