Triphenylphosphine → HCID 59497701, 화합물

HRID 1747437노트

반응식

HRID 1747437 반응식
[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]

참가 물질

7

반응물 4

HCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 59497358HCID 59497358, 화합물HCID 59497624HCID 59497624, 화합물

생성물 1

HCID 59497701HCID 59497701, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 5359268Aluminum용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-302f2cec82584d83870362dc59a19ea3
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09150556B2

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