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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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HCID 11759759, 화합물 → HCID 89630158, 화합물

HRID 578610
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HRID 578610 반응식
[O:1]([C:3]#[N:4])[K].Br[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][C:17](=[O:21])[C:18]([CH3:20])=[CH2:19].[CH2:22]([O:24][P:25]([CH2:30][CH:31]([CH2:41][OH:42])[CH2:32][P:33](=[O:40])([O:37][CH2:38][CH3:39])[O:34][CH2:35][CH3:36])(=[O:29])[O:26][CH2:27][CH3:28])[CH3:23]>[N+](CCCC)(CCCC)(CCCC)CCCC.[Br-].C(#N)C.ClCCl>[CH2:35]([O:34][P:33]([CH2:32][CH:31]([CH2:41][O:42][C:3](=[O:1])[NH:4][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][C:17](=[O:21])[C:18]([CH3:20])=[CH2:19])[CH2:30][P:25](=[O:29])([O:26][CH2:27][CH3:28])[O:24][CH2:22][CH3:23])(=[O:40])[O:37][CH2:38][CH3:39])[CH3:36]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 11759759HCID 11759759, 화합물HCID 15153821HCID 15153821, 화합물HCID 178418250HCID 178418250, 화합물

생성물 1

HCID 89630158HCID 89630158, 화합물수율 90%

시약·촉매·용매 3

HCID 74236Tetrabutylammonium Bromide촉매HCID 6342Acetonitrile
용매
HCID 6344Dichloromethane용매2회

실험 절차

KOCN (3.33 g, 41.0 mmol, 5.85 eq.) and Bu4NBr (1.77 g, 5.49 mmol, 0.8 eq.) were added to a solution of the 10-bromodecylmethacrylate from the 1st step (8.36 g, 27.4 mmol, 3.9 eq.) in anhydrous acetonitrile (55 ml) and the reaction mixture was stirred for 64 h. The reaction mixture was subsequently concentrated in vacuo and hexane (100 ml) was added. After filtration of the obtained solution and concentrating in vacuo 4.75 g of a yellow oil was obtained. To this oil a solution of 2-hydroxymethyl-1,3-propylene-bisphosphonic acid tetraethylester (2.41 g, 7.0 mmol) in anhydrous dichloromethane (2.0 ml) and a 1% solution of Metatin 712 in dichloromethane (2.0 ml) were added and the reaction mixture was stirred for 15 h at room temperature. After concentrating in vacuo the obtained crude product was purified by column chromatography (eluent: ethyl acetate/methanol 95:5). 3.85 g (90% yield) of the product was obtained as a colorless oil.

후처리

  1. concentrationThe reaction mixture was subsequently concentrated in vacuo and hexane (100 ml)
  2. additionwas added
  3. filtrationAfter filtration of the obtained solution
  4. concentrationconcentrating in vacuo 4.75 g of a yellow oil
  5. customwas obtained
  6. stirringthe reaction mixture was stirred for 15 h at room temperature
  7. concentrationAfter concentrating in vacuo the
  8. customobtained crude product
  9. customwas purified by column chromatography (eluent: ethyl acetate/methanol 95:5)

출처 및 근거

ORD 기록
ord-31090dd04dc34820b2964d556adf61e7
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09040602B2

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