Triphenylphosphine → HCID 9953505、化合物

HRID 985722ノート

反応式

HRID 985722 の反応式
C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[OH:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]2[N:28]([S:36]([CH3:39])(=[O:38])=[O:37])[C:29]3[C:34]([CH:35]=2)=[CH:33][CH:32]=[CH:31][CH:30]=3)=[CH:23][CH:22]=1.[N:40]1([CH2:46][CH2:47][CH2:48]O)[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]1>O1CCCC1>[N:40]1([CH2:46][CH2:47][CH2:48][O:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]3[N:28]([S:36]([CH3:39])(=[O:38])=[O:37])[C:29]4[C:34]([CH:35]=3)=[CH:33][CH:32]=[CH:31][CH:30]=4)=[CH:23][CH:22]=2)[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]1

参加物

5

反応物 3

HCID 11776TriphenylphosphineHCID 66032Piperidine-1-propanolHCID 22507783HCID 22507783、化合物

生成物 1

HCID 9953505HCID 9953505、化合物収率 47%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of immobilized triphenylphosphine resin (330 mg, 1.0 meq (Fluka)), and the product of Step E (140 mg, 0.50 mmol) in tetrahydrofuran (6.0 mL) was treated with 3-(piperdin-1-yl)propanol (143 mg, 1.0 mmol) followed by diethylazidodicarboxylate (0.16 mL, 1.1 mmol). The reaction was shaken for 20 hr. and filtered. The filtrate was concentrated in vacuo and the residue purified by silica gel chromatography (methanol/ethyl acetate) to afford pure title compound (97 mg). MS (ESI) m/z 413 (MH+); 1H-NMR (CDCl3) δ 8.13 (d, 1H), 7.59 (d, 1H), 7.50 (d, 2H), 7.36 (m, 2H), 6.97 (d, 2H), 6.68 (s, 1H), 4.08 (t, 2H), 2.72 (s, 3H), 2.4 (m, 6H), 1.63 (m, 6H), 1.45 (m, 2H).

後処理

  1. filtrationand filtered
  2. concentrationThe filtrate was concentrated in vacuo
  3. customthe residue purified by silica gel chromatography (methanol/ethyl acetate)

出典と根拠

ORDレコード
ord-a5270f2385eb43ec857a213fafe2697b
出典データセット
uspto-grants-2005_03
特許番号
US06872834B2

反応ノート

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