Triphenylphosphine → HCID 59497299, 화합물

HRID 1747351노트

반응식

HRID 1747351 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].[C:17]([Si:21]([CH3:36])([CH3:35])[O:22][C:23]1[CH:24]=[C:25]2[C:30](=[CH:31][CH:32]=1)[C:29]([CH2:33]O)=[CH:28][CH:27]=[CH:26]2)([CH3:20])([CH3:19])[CH3:18].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>[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]([CH2:33][C:29]2[C:30]3[C:25](=[CH:24][C:23]([O:22][Si:21]([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:36])[CH3:35])=[CH:32][CH:31]=3)[CH:26]=[CH:27][CH:28]=2)[C:7]1=[O:15]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 59497358HCID 59497358, 화합물HCID 59497482HCID 59497482, 화합물

생성물 1

HCID 59497299HCID 59497299, 화합물수율 60%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 3-(2-oxo-2,3-dihydro-benzimidazol-1-yl)-propionic acid methyl ester (180 mg, 0.82 mmol) in THF (12 ml) was added [6-(tert-butyl-dimethyl-silanyloxy)-naphthalen-1-yl]-methanol (283 mg, 0.98 mmol) and triphenylphosphine (257 mg, 0.98 mmol). The DIAD (0.20 ml, 0.98 mmol) was then introduced in a dropwise manner and the resulting mixture was stirred at ambient temperature over night. Silica gel was added and the reaction mixture was concentrated to dryness. The resulting solid was purified via column chromatography (silica gel, 40% ethyl acetate/hexanes) to give 240 mg (60%) of the desired product as an oil which solidified on standing.

후처리

  1. additionSilica gel was added
  2. concentrationthe reaction mixture was concentrated to dryness
  3. customThe resulting solid was purified via column chromatography (silica gel, 40% ethyl acetate/hexanes)

출처 및 근거

ORD 기록
ord-3540f009fddf428abe1addc9cf843668
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09150556B2

반응 노트

불러오는 중…