Triphenylphosphine → HCID 59497701、化合物

HRID 1747437ノート

反応式

HRID 1747437 の反応式
[CH3:1][O:2][C:3](=[O:16])[CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[NH:8][C:7]1=[O:15].[CH3:17][C:18]1[CH:19]=[C:20]2[N:25]([C:26]=1[CH3:27])[CH:24]=[CH:23][CH:22]=[C:21]2[CH2:28]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1COCC1.[Al]>[CH3:1][O:2][C:3](=[O:16])[CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]([CH2:28][C:21]2[C:20]3[N:25]([C:26]([CH3:27])=[C:18]([CH3:17])[CH:19]=3)[CH:24]=[CH:23][CH:22]=2)[C:7]1=[O:15]

参加物

7

反応物 4

HCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 59497358HCID 59497358、化合物HCID 59497624HCID 59497624、化合物

生成物 1

HCID 59497701HCID 59497701、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 5359268Aluminum溶媒

実験手順

To a stirred solution of the 3-(2-oxo-2,3-dihydro-benzimidazol-1-yl)-propionic acid methyl ester (100 mg, 0.45 mmol) and (2,3-Dimethyl-indolizin-8-yl)-methanol (88 mg, 0.50 mmol) in THF (8 ml) was added triphenylphosphine (143 mg, 0.54 mmol) followed by DIAD (0.11 ml, 0.54 mmol, dropwise) at ambient temperature. After five minutes the reaction became dark brown and was consequently wrapped in aluminum foil. After stirring over night the reaction was treated with silica gel and concentrated. The remaining solid was purified via column chromatography (silica gel, 5-40% EtOAc/hexanes). The product-containing fractions were combined and concentrated to give the product which was used without further purification.

後処理

  1. customat ambient temperature
  2. additionwas treated with silica gel
  3. concentrationconcentrated
  4. customThe remaining solid was purified via column chromatography (silica gel, 5-40% EtOAc/hexanes)
  5. concentrationconcentrated
  6. customto give the product which
  7. customwas used without further purification

出典と根拠

ORDレコード
ord-302f2cec82584d83870362dc59a19ea3
出典データセット
uspto-grants-2015_10
特許番号
US09150556B2

反応ノート

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