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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-(tert-Butoxycarbonyl-{4-[tert-butoxycarbonyl-(2-octadec-8-enyloxycarbonyl-ethyl)-amino]-butyl}-amino)-propionic acid octadec-8-enyl ester

HRID 31537
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인쇄 미리보기

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HRID 31537 반응식
[C:1]([CH2:6][CH2:7][N:8]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:9][CH2:10][CH2:11][CH2:12][N:13]([CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])([O:3][CH2:4][CH3:5])=[O:2].CN([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40]N=1)C.C(O)C[CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51]/[CH:52]=[CH:53]\[CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH3:61].CCN=C=N[CH2:68][CH2:69][CH2:70]N(C)C>ClCCl>[CH2:26]([O:25][C:23](=[O:24])[CH2:22][CH2:21][N:13]([C:14]([O:16][C:17]([CH3:18])([CH3:19])[CH3:20])=[O:15])[CH2:12][CH2:11][CH2:10][CH2:9][N:8]([C:28]([O:30][C:31]([CH3:32])([CH3:33])[CH3:34])=[O:29])[CH2:7][CH2:6][C:1]([O:3][CH2:4][CH2:5][CH2:61][CH2:60][CH2:59][CH2:58][CH2:57][CH:56]=[CH:55][CH2:54][CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][CH2:48][CH2:47][CH3:46])=[O:2])[CH2:27][CH2:38][CH2:43][CH2:42][CH2:41][CH2:40][CH:46]=[CH:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:70][CH2:69][CH3:68]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 218852-DimethylaminopyridineHCID 5284499Oleyl AlcoholHCID 86618851N,N'-Bis-(2-carbethoxyethyl)-N,N'-bis-(tert-butoxycarbonyl)-1,4-diaminobutane

생성물 1

HCID 866188503-(tert-Butoxycarbonyl-{4-[tert-butoxycarbonyl-(2-octadec-8-enyloxycarbonyl-ethyl)-amino]-butyl}-amino)-propionic acid octadec-8-enyl ester
수율 99.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

To a solution of the N-protected amino acid 4 (n=4; 15.2 g, 35.1 mmol), dimethylaminopyridine (1.70 g, 14.0 mmol) and oleyl alcohol (18.4 g, 68.4 mmol) in dichloromethane (200 mL) was added a solution of EDCI (13.1 g, 68.4 mmol), in dichloromethane (50 mL) at 0° C. The resulting mixture was allowed to warm to room temperature and then stirred under N2 for 18 h. Dichloromethane (250 mL) was added and the mixture was washed with brine (4×200 mL), dried (Na2SO4) and concentrated in vacuo to leave an oil which was purified by column chromatography eluting with a solvent gradient of CH2Cl2 (50-90%) in hexane to afford the ester 5 as a colourless oil (13.0 g, 40%).

후처리

  1. customat 0° C
  2. washthe mixture was washed with brine (4×200 mL)
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customto leave an oil which
  6. customwas purified by column chromatography
  7. washeluting with a solvent gradient of CH2Cl2 (50-90%) in hexane

출처 및 근거

ORD 기록
ord-4f0683b1699744fda12b8eda8e175f72
출처 데이터셋
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07425645B2

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