1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 69818591、化合物

HRID 2417440ノート

反応式

HRID 2417440 の反応式
[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

参加物

8

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 27960291-Hydroxybenzotriazole hydrateHCID 6364545Methylamine hydrochlorideHCID 69817718HCID 69817718、化合物

生成物 1

HCID 69818591HCID 69818591、化合物

試薬・触媒・溶媒 3

HCID 111,2-Dichloroethane溶媒HCID 6228Dimethylformamide溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-91b1fdc058e54bdda51e7b90653f97c2
出典データセット
uspto-grants-2004_11
特許番号
US06826033B2

反応ノート

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