Triphenylphosphine → HCID 178470582、化合物

HRID 1860647ノート

反応式

HRID 1860647 の反応式
N(C(OCC)=O)=NC(OCC)=O.[C:13]([N:16]1[CH2:21][CH2:20][CH2:19][C:18]([CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=2)[CH2:17]1)(=[O:15])[CH3:14].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O[CH2:56][CH2:57][CH2:58][NH:59][C:60]1[CH:65]=[CH:64][CH:63]=[CH:62][N+:61]=1[O-:66]>C1COCC1>[C:13]([N:16]1[CH2:21][CH2:20][CH2:19][C:18]([CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])([CH2:22][C:23]2[CH:24]=[CH:25][C:26]([O:29][CH2:56][CH2:57][CH2:58][NH:59][C:60]3[CH:65]=[CH:64][CH:63]=[CH:62][N+:61]=3[O-:66])=[CH:27][CH:28]=2)[CH2:17]1)(=[O:15])[CH3:14]

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 60074796Ethyl [1-acetyl-3-(4-hydroxybenzyl)piperidin-3-yl]acetateHCID 178526251HCID 178526251、化合物

生成物 1

HCID 178470582HCID 178470582、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
40 °C

実験手順

Diethyl azodicarboxylate (267 mg, 1.53 mmol) was added to a solution of the product from STEP 8 (348 mg, 1.09 mmol) and triphenylphosphine (437 mg, 1.66 mmol) in 3.9 ml THF at 0° C. and stirred for 15 min. 2-(3-Hydroxypropylamino)pyridine N-oxide (418 mg, 2.48 mmol) was added. The reaction was warmed to 40° C. After 15 min, the reaction was cooled to room temperature and stirred for 18 h. The reaction was concentrated and the residue was purified by chromatography (on silica gel, dichloromethane/2-propanol/acetic acid=95/5/0.5) to give a product mixture in 406 mg. The 1H NMR spectrum of the product was consistent for the proposed structure.

後処理

  1. waitAfter 15 min
  2. temperaturethe reaction was cooled to room temperature
  3. stirringstirred for 18 h
  4. concentrationThe reaction was concentrated
  5. customthe residue was purified by chromatography (on silica gel, dichloromethane/2-propanol/acetic acid=95/5/0.5)
  6. customto give a product mixture in 406 mg

出典と根拠

ORDレコード
ord-5820056deab64f06bfecb0659fd80510
出典データセット
uspto-grants-2003_03
特許番号
US06531494B1

反応ノート

読み込み中…