1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 69818591, 화합물

HRID 2417440노트

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HRID 2417440 반응식
[CH2:1]([N:8]([C@H:20]([CH2:40][OH:41])[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([NH:28][C:29]([C:31]2[CH:39]=[CH:38][C:34]([C:35]([OH:37])=O)=[CH:33][CH:32]=2)=[O:30])=[CH:24][CH:23]=1)[CH2:9][C@H:10]([OH:19])[CH2:11][O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.O[N:44]1[C:48]2C=CC=CC=2N=N1.CN(C)CCCN=C=NCC.Cl.CN>CN(C)C=O.ClCCCl.C(OCC)(=O)C>[CH2:1]([N:8]([C@H:20]([CH2:40][OH:41])[CH2:21][C:22]1[CH:23]=[CH:24][C:25]([NH:28][C:29](=[O:30])[C:31]2[CH:32]=[CH:33][C:34]([C:35]([NH:44][CH3:48])=[O:37])=[CH:38][CH:39]=2)=[CH:26][CH:27]=1)[CH2:9][C@H:10]([OH:19])[CH2:11][O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

8

반응물 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 27960291-Hydroxybenzotriazole hydrateHCID 6364545Methylamine hydrochlorideHCID 69817718HCID 69817718, 화합물

생성물 1

HCID 69818591HCID 69818591, 화합물

시약·촉매·용매 3

HCID 111,2-Dichloroethane용매HCID 6228Dimethylformamide용매2회HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 4-[[[4-((2S)-2-[N-benzyl-N-[(2S)-2-hydroxy-3-phenoxypropyl]amino]-3-hydroxypropyl]phenyl]-amino]carbonyl]benzoic acid (14.6 mg) in N,N-dimethylformamide (200 μl) were added 1.0 M solution of 1-hydroxybenzotriazole hydrate in N,N-dimethylformamide (31.6 μl) and 1.0 M solution of 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide in 1,2-dichloroethane (31.6 μl) at room temperature. To the mixture was added methylamine hydrochloride (2.2 mg) and the whole was stirred overnight. The reaction mixture was diluted with ethyl acetate (10 ml) and washed with water (10 ml×1) and brine (10 ml×1) successively, dried over magnesium sulfate, and evaporated to give a pale yellow paste. The crude product was purified by a recycling preparative high pressure liquid chromatography equipped with a gel permeation chromatography column (eluent: chloroform) to give N1-[4-[(2S)-2-[N-benzyl-N-[(2S)-2-hydroxy-3-phenoxypropyl]amino]-3-hydroxypropyl]-phenyl]-N4-methylterephthalamide (14.0 mg) as a white solid.

후처리

  1. washwashed with water (10 ml×1) and brine (10 ml×1) successively
  2. dry with materialdried over magnesium sulfate
  3. customevaporated
  4. customto give a pale yellow paste
  5. customThe crude product was purified by a recycling preparative high pressure liquid chromatography
  6. customequipped with a gel permeation chromatography column (eluent: chloroform)

출처 및 근거

ORD 기록
ord-91b1fdc058e54bdda51e7b90653f97c2
출처 데이터셋
uspto-grants-2004_11
특허 번호
US06826033B2

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