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Fmoc-Gly-OH → HCID 22877916, 화합물

HRID 1488846
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HRID 1488846 반응식
[NH2:1][C:2]1[CH:3]=[C:4](/[CH:10]=[CH:11]\[C:12]2[CH:17]=[C:16]([O:18][CH3:19])[C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[NH:24]([C:29]([O:31][CH2:32][CH:33]1[C:45]2[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=2)[C:39]2[C:34]1=[CH:35][CH:36]=[CH:37][CH:38]=2)=[O:30])[CH2:25][C:26]([OH:28])=O.C[N:47]([P+](ON1N=NC2C=CC=CC1=2)(N(C)C)N(C)C)C.F[P-](F)(F)(F)(F)F.C(=O)([O-])O.[Na+]>CN(C)C=O>[NH2:1][C:2]1[CH:3]=[C:4](/[CH:10]=[CH:11]\[C:12]2[CH:13]=[C:14]([O:22][CH3:23])[C:15]([O:20][CH3:21])=[C:16]([O:18][CH3:19])[CH:17]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[C:29]([NH:24][CH2:25][C:26]([NH2:47])=[O:28])([O:31][CH2:32][CH:33]1[C:45]2[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=2)[C:39]2[C:34]1=[CH:35][CH:36]=[CH:37][CH:38]=2)=[O:30]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 93124Fmoc-Gly-OHHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 516892Sodium BicarbonateHCID 9796936AC-7739 free base

생성물 1

HCID 22877916HCID 22877916, 화합물수율 43.5%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
60 °C

실험 절차

Two grams (6.3 mmols) of (Z)-1-(3-amino-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-ethene, 2.3 g of Fmoc-Gly and 11 g (25 mmols) of a BOP reagent were dissolved in 40 ml of N,N-dimethylformamide, and the mixture was heated at 60° C. for 2 hours. After the reaction mixture was cooled, a saturated aqueous solution of sodium hydrogencarbonate was added thereto. The resulting mixture was extracted three times with dichloromethane. The extract was dried over anhydrous sodium sulfate, and concentrated to dryness under reduced pressure. The product was purified through silica-gel column chromatography (mixture of ethyl acetate and hexane at a ratio by volume of 1:2) to give 1.63 of the final product in a yield of 43.5%.

후처리

  1. temperatureAfter the reaction mixture was cooled
  2. extractionThe resulting mixture was extracted three times with dichloromethane
  3. dry with materialThe extract was dried over anhydrous sodium sulfate
  4. concentrationconcentrated to dryness under reduced pressure
  5. customThe product was purified through silica-gel column chromatography (
  6. additionmixture of ethyl acetate and hexane at a ratio by volume of 1:2)

출처 및 근거

ORD 기록
ord-272e797406da49cd9d4a1eafd9e6f103
출처 데이터셋
uspto-grants-1997_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05674906

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