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Triethylamine → 2-[2-(3,5-Difluoro-benzylcarbamoyl)-propionylamino]-3-(1H-indol-3-yl)-propionic acid tert-butyl ester

HRID 2223249
ノート
印刷プレビュー

反応式

HRID 2223249 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:14]=[C:15]([F:17])[CH:16]=1)[CH2:5][NH:6][C:7](=[O:13])[CH:8]([CH3:12])[C:9]([OH:11])=O.Cl.[C:19]([O:23][C:24](=[O:37])[C@H:25]([CH2:27][C:28]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[NH:30][CH:29]=1)[NH2:26])([CH3:22])([CH3:21])[CH3:20].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C.O>[C:19]([O:23][C:24](=[O:37])[CH:25]([NH:26][C:9](=[O:11])[CH:8]([C:7](=[O:13])[NH:6][CH2:5][C:4]1[CH:14]=[C:15]([F:17])[CH:16]=[C:2]([F:1])[CH:3]=1)[CH3:12])[CH2:27][C:28]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[NH:30][CH:29]=1)([CH3:22])([CH3:20])[CH3:21]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8471TriethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 11514895(S)-tert-butyl 2-amino-3-(1H-indol-3-yl)propanoate hydrochlorideHCID 21091473N-(3,5-difluoro-benzyl)-2-methyl-malonamic acid

生成物 1

HCID 692836102-[2-(3,5-Difluoro-benzylcarbamoyl)-propionylamino]-3-(1H-indol-3-yl)-propionic acid tert-butyl ester

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

N-(3,5-Difluoro-benzyl)-2-methyl-malonamic acid (3.00 g, 12.3 mmol), L-tryptophan-tert-butylester hydrochloride (3.66 g, 12.3 mmol), TBTU (O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium-tetrafluoroborate, 3.96 g, 12.3 mmol) and triethylamin (3.74 g, 3.70 mmol) were dissolved in DMF (15 ml) and stirred for 5 h at r.t. The reaction mixture was poured into water and the product mixture was extracted with ethyl acetate. The organic layers were dried (Na2SO4). After evaporation of the solvent, the title compound, MS: m/e=486.4 (M+H+), (6.45 g, quant.) was obtained by chromatographic purification of the residue (silica gel, MeOH, CH2Cl2).

後処理

  1. extractionthe product mixture was extracted with ethyl acetate
  2. dry with materialThe organic layers were dried (Na2SO4)
  3. customAfter evaporation of the solvent

出典と根拠

ORDレコード
ord-f9af4bff7cd243e6b0e6963277ceaea3
出典データセット
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07375099B2

反応ノート

読み込み中…

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