Sodium Hydroxide → HCID 178468418, 화합물

HRID 333419노트

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HRID 333419 반응식
FC(F)(F)C(O)=O.[CH:8]1([C:14]2([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[CH2:47]([N:49]([CH2:66][CH2:67][C:68]1[N:69]=[CH:70][NH:71][CH:72]=1)[C:50](=[O:65])[NH:51][CH:52]([CH2:56][C:57]1[CH:62]=[CH:61][C:60]([O:63][CH3:64])=[CH:59][CH:58]=1)[C:53](O)=[O:54])[CH3:48].C(N(C(C)C)CC)(C)C.[OH-].[Na+]>ClCCl.CN(C)C=O>[CH:8]1([C:14]2([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:15][CH2:16][N:17]([C:53](=[O:54])[CH:52]([NH:51][C:50]([N:49]([CH2:47][CH3:48])[CH2:66][CH2:67][C:68]3[N:69]=[CH:70][NH:71][CH:72]=3)=[O:65])[CH2:56][C:57]3[CH:58]=[CH:59][C:60]([O:63][CH3:64])=[CH:61][CH:62]=3)[CH2:18][CH2:19]2)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1

참가 물질

8

반응물 5

HCID 14798Sodium HydroxideHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 66987862Ethyl 4-cyclohexylpiperidine-4-carboxylate trifluoroacetateHCID 178463865HCID 178463865, 화합물

생성물 1

HCID 178468418HCID 178468418, 화합물수율 30.8%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

66 mg (0.19 mmol) of ethyl 4-cyclohexylpiperidine-4-carboxylate trifluoroacetate are diluted in 3 mL of dichloromethane and 3 mL of dimethylformamide, and 67 mg (0.21 mmol) of TBTU and 75 mg (0.21 mmol) of 2-{3-ethyl-3-[2-(1H-imidazol-4-yl)ethyl]ureido}-3-(4-methoxyphenyl)propionic acid and 0.06 mL (0.38 mmol) of diisopropylethylamine are added. After 2 hours of stirring at room temperature, aqueous 1N NaOH solution is added and the organic products are extracted with dichloromethane. The organic phase is dried and then evaporated. The crude product obtained is chromatographed on silica gel (eluent: 95/5 dichloromethane/methanol). 34 mg of ethyl 4-cyclohexyl-1-[2-{3-ethyl-3-[2-(1H-imidazol-4-yl)ethyl]ureido}-3-(4-methoxyphenyl)propionyl]piperidine-4-carboxylate in the form of a yellow oil are obtained in a yield of 30%.

후처리

  1. extractionthe organic products are extracted with dichloromethane
  2. customThe organic phase is dried
  3. customevaporated
  4. customThe crude product obtained
  5. customis chromatographed on silica gel (eluent: 95/5 dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-711ed4cda52643c590fffc6db535f3dc
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877968B2

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