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Triethylamine → HCID 86591771、化合物

HRID 1062685
ノート
印刷プレビュー

反応式

HRID 1062685 の反応式
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][C:18]([OH:20])=O)=[CH:12][CH:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.Cl.[CH3:53][O:54][C:55](=[O:64])[C@@H:56]1[CH2:60][C@H:59]([N:61]=[N+:62]=[N-:63])[CH2:58][NH:57]1>CN(C=O)C.O.C(OCC)(=O)C>[CH3:53][O:54][C:55](=[O:64])[C@@H:56]1[CH2:60][CH:59]([N:61]=[N+:62]=[N-:63])[CH2:58][N:57]1[C:18](=[O:20])[CH2:17][CH2:16][C:13]1[CH:12]=[CH:11][C:10]([CH2:9][NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])=[CH:15][CH:14]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 8471TriethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 222827343-(4-{[(tert-Butoxycarbonyl)amino]methyl}phenyl)propanoic acid2 回HCID 86594240HCID 86594240、化合物

生成物 1

HCID 86591771HCID 86591771、化合物収率 100%

試薬・触媒・溶媒

3
HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

2.70 g (9.5 mmol) of 3-(4-tert-butyloxycarbonylaminomethylphenyl)propionic acid (starting compound A6) are dissolved in 40 ml of DMF, and 2.7 ml of triethylamine are added. After stirring for 5 min., 3.63 g of HBTU are added and, after a further 5 min., 2 g of (2S,4S)-4-azidoproline methyl ester hydrochloride. Stirring at RT overnight is followed by addition of ethyl acetate and water and separation of the phases. The organic phase is washed once each with 1N sodium hydroxide solution, 1N hydrochloric acid solution, saturated sodium bicarbonate solution and saturated brine. Drying over magnesium sulfate is followed by concentration and drying under high vacuum. 4.1 g of the title compound are obtained as a pale orange oil. The mass spectrum shows the molecular peak MNH4+ at 449 Da.

後処理

  1. stirringStirring at RT overnight
  2. washThe organic phase is washed once each with 1N sodium hydroxide solution, 1N hydrochloric acid solution, saturated sodium bicarbonate solution and saturated brine
  3. dry with materialDrying over magnesium sulfate
  4. concentrationis followed by concentration
  5. customdrying under high vacuum

出典と根拠

ORDレコード
ord-0db9fc1e380045ea8d353909bce84b4d
出典データセット
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06962941B2

反応ノート

読み込み中…

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