1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 67208776, 화합물

HRID 70834노트

반응식

HRID 70834 반응식
CCN=C=NCCCN(C)C.ON1C2N=CC=CC=2N=N1.[CH2:22]([O:29][C:30](=[O:40])[CH2:31][C:32]1([C:37]([OH:39])=O)[CH2:36][CH2:35][CH2:34][CH2:33]1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(OC(C1(CC(O)=O)CCCC1)=O)C1C=CC=CC=1.Cl.[C:61]([O:65][C:66](=[O:83])[CH2:67][CH:68]([NH2:82])[CH2:69][C:70]1[CH:75]=[CH:74][C:73]([C:76]2[CH:81]=[CH:80][CH:79]=[CH:78][CH:77]=2)=[CH:72][CH:71]=1)([CH3:64])([CH3:63])[CH3:62].CCN(C(C)C)C(C)C>CN(C=O)C.O>[CH2:22]([O:29][C:30](=[O:40])[CH2:31][C:32]1([C:37]([NH:82][CH:68]([CH2:69][C:70]2[CH:75]=[CH:74][C:73]([C:76]3[CH:81]=[CH:80][CH:79]=[CH:78][CH:77]=3)=[CH:72][CH:71]=2)[CH2:67][C:66]([O:65][C:61]([CH3:64])([CH3:62])[CH3:63])=[O:83])=[O:39])[CH2:33][CH2:34][CH2:35][CH2:36]1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

참가 물질

9

반응물 6

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 81531DiisopropylethylamineHCID 181649HOAtHCID 216902921-Carboxymethyl-cyclopentanecarboxylic acid benzyl esterHCID 596082261-(2-(Benzyloxy)-2-oxoethyl)cyclopentanecarboxylic acidHCID 67208761HCID 67208761, 화합물

생성물 1

HCID 67208776HCID 67208776, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

Next, to a solution of EDCI (51.2 mg, 0.267 mmol), 1-hydroxy-7-azabenzotriazole (36.4 mg, 0.267 mmol) and 6:1 mixture of 1-(2-(benzyloxy)-2-oxoethyl)cyclopentanecarboxylic acid and 2-(1-(benzyloxycarbonyl)cyclopentyl)acetic acid (65.6 mg, 0.214 mmol) in DMF (1 ml), which is stirred for 1.5 hours in advance, the crude 3-amino-4-biphenyl-4-yl-butyric acid tert-butyl ester hydrochloride and DIPEA (0.093 ml, 0.535 mmol) are added. After stirring for 2.5 hours, the reaction mixture is diluted with H2O, and the products are extracted with EtOAc. The organic layer is washed with brine, dried over Na2SO4, filtered, and concentrated. The obtained residue is purified by silica gel flash column chromatography (heptane/EtOAc=100:0 to 0:100) to give crude tert-butyl 3-(1-(2-(benzyloxy)-2-oxoethyl)cyclopentanecarboxamido)-4-(biphenyl-4-yl)butanoate (38 mg).

후처리

  1. stirringAfter stirring for 2.5 hours
  2. extractionthe products are extracted with EtOAc
  3. washThe organic layer is washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe obtained residue is purified by silica gel flash column chromatography (heptane/EtOAc=100:0 to 0:100)

출처 및 근거

ORD 기록
ord-d6b0d04892bb4100ad0bc12c309f774a
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822534B2

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