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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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1-[5-(2-Naphthyl)-1H-imidazol-2-yl]nonane-1,8-dione → 6-(2-ethyl-1,3-dioxolan-2-yl)-1-(4-(2-naphthyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)hexan-1-one

HRID 913058
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HRID 913058 반응식
C1C2C(=CC=CC=2)C=CC=1C1NC(C(=O)CCCCCCC(=O)C)=NC=1.[CH:27]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:30]=[CH:29][C:28]=1[C:37]1[N:38]=[CH:39][N:40]([CH2:42][O:43][CH2:44][CH2:45][Si:46]([CH3:49])([CH3:48])[CH3:47])[CH:41]=1.[Li]CCCC.[CH2:55]([C:57]1([CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][C:67](N(OC)C)=[O:68])[O:61][CH2:60][CH2:59][O:58]1)[CH3:56]>C1COCC1.CCCCCC.O>[CH2:55]([C:57]1([CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][C:67]([C:39]2[N:40]([CH2:42][O:43][CH2:44][CH2:45][Si:46]([CH3:49])([CH3:48])[CH3:47])[CH:41]=[C:37]([C:28]3[CH:29]=[CH:30][C:31]4[C:36](=[CH:35][CH:34]=[CH:33][CH:32]=4)[CH:27]=3)[N:38]=2)=[O:68])[O:58][CH2:59][CH2:60][O:61]1)[CH3:56]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 673820661-[5-(2-Naphthyl)-1H-imidazol-2-yl]nonane-1,8-dioneHCID 673822734-(2-Naphthyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazoleHCID 867614186-(2-ethyl-1,3-dioxolan-2-yl)-N-methoxy-N-methylhexanamideHCID 178418339Butyllithium

생성물 1

HCID 673819946-(2-ethyl-1,3-dioxolan-2-yl)-1-(4-(2-naphthyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)hexan-1-one

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

실험 절차

To a solution of Example 5, E2 (1.0 eq.) in THF (0.1 M solution) at −78° C. was added a solution of n-BuLi (1.3 eq.) in hexane. The solution was stirred for 30 min and then a solution of 6-(2-ethyl-1,3-dioxolan-2-yl)-N-methoxy-N-methylhexanamide (1.5 eq.) in THF was slowly added. The reaction mixture was stirred for 1 hr at −78° C. and then 1 hr at RT. Then water was added and the aqueous phase was extracted with EtOAc. The combined organic extracts were dried (MgSO4) and the solvent was removed under reduced pressure. The crude product was used without purification in the next step. MS (ES) C30H42N2O4Si requires: 523, found: 524 (M+H)+.

후처리

  1. stirringThe reaction mixture was stirred for 1 hr at −78° C.
  2. custom1 hr
  3. customat RT
  4. extractionthe aqueous phase was extracted with EtOAc
  5. dry with materialThe combined organic extracts were dried (MgSO4)
  6. customthe solvent was removed under reduced pressure
  7. customThe crude product was used without purification in the next step

출처 및 근거

ORD 기록
ord-fdb4b953be124267ae5cbe99ee929abf
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08026265B2

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