Dicyclohexylcarbodiimide → HCID 86649294, 화합물

HRID 2192819노트

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HRID 2192819 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][C@@H:12]([N:14]([C:19]([C:21]2[C:22]([NH:31][CH2:32][C:33]3[O:34][CH:35]=[CH:36][CH:37]=3)=[N:23][C:24]([C:27]([CH3:30])([CH3:29])[CH3:28])=[N:25][CH:26]=2)=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17])[CH2:11][C@@H:10]([C:38](O)=[O:39])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:41][C:42]1NN=[N:44][N:43]=1.C1CCC(N=C=NC2CCCCC2)CC1>C1(C)C=CC=CC=1>[C:27]([C:24]1[N:23]=[C:22]([NH:31][CH2:32][C:33]2[O:34][CH:35]=[CH:36][CH:37]=2)[C:21]([C:19]([N:14]([CH2:15][CH:16]([CH3:17])[CH3:18])[C@H:12]2[CH2:11][C@@H:10]([C:38]3[O:39][C:42]([CH3:41])=[N:43][N:44]=3)[CH2:9][N:8]([C:6]([O:5][C:1]([CH3:3])([CH3:4])[CH3:2])=[O:7])[CH2:13]2)=[O:20])=[CH:26][N:25]=1)([CH3:29])([CH3:30])[CH3:28]

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 59625458(3R*,5S*)-1-(tert-butoxycarbonyl)-5-[({2-tert-butyl-4-[(2-furylmethyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-3-carboxylic acidHCID 178434708HCID 178434708, 화합물

생성물 1

HCID 86649294HCID 86649294, 화합물수율 58.3%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
100 °C

실험 절차

(3R*,5S*)-1-(tert-Butoxycarbonyl)-5-[({2-tert-butyl-4-[(2-furylmethyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-3-carboxylic acid (120 mg) and 5-methyl-1H-tetrazole (22 mg) were suspended in toluene (3 ml), DCC (60 mg) was added and the mixture was stirred at 100° C. for 14 hr. The reaction mixture was cooled to room temperature, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate-hexane (5:95-75:25) was concentrated under reduced pressure to give the object compound (74.7 mg).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. washthe fraction eluted with ethyl acetate-hexane (5:95-75:25)
  4. concentrationwas concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-70957f8518a542f5ba3889521aa74d0c
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329691B2

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