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Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → HCID 22877914, 화합물

HRID 1488848
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HRID 1488848 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:30]([O:32][CH2:33][CH:34]1[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[C:40]2[C:35]1=[CH:36][CH:37]=[CH:38][CH:39]=2)=[O:31])[C@H:25]([C:27](O)=[O:28])[CH3:26].C[N:48]([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:30]([NH:24][C@H:25]([C:27]([NH2:48])=[O:28])[CH3:26])([O:32][CH2:33][CH:34]1[C:35]2[C:40](=[CH:39][CH:38]=[CH:37][CH:36]=2)[C:41]2[C:46]1=[CH:45][CH:44]=[CH:43][CH:42]=2)=[O:31]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 516892Sodium BicarbonateHCID 6364642N-((9H-Fluoren-9-ylmethoxy)carbonyl)-L-alanineHCID 9796936AC-7739 free base

생성물 1

HCID 22877914HCID 22877914, 화합물수율 41.5%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
60 °C

실험 절차

(Z)-1-(3-Amino-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-ethene (2.2 g, 6.9 mmols), 2.7 g (8.3 mmols) of Fmoc-L-Ala and 12.1 g (27.6 mmols) of a BOP reagent were dissolved in 22 ml of N,N-dimethylformamide, and the mixture was heated at 60° C. for 4 hours. After the reaction mixture was cooled, a saturated aqueous solution of sodium hydrogencarbonate was added thereto, and 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 of 1:2) to produce 1.79 g of the final product in a yield of 41.4%.

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 of 1:2)

출처 및 근거

ORD 기록
ord-dd07457074c04c1b99d4ae14bde1cd3d
출처 데이터셋
uspto-grants-1997_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05674906

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