Triphenylphosphine → HCID 9953505, 화합물

HRID 985722노트

반응식

HRID 985722 반응식
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

참가 물질

5

반응물 3

HCID 11776TriphenylphosphineHCID 66032Piperidine-1-propanolHCID 22507783HCID 22507783, 화합물

생성물 1

HCID 9953505HCID 9953505, 화합물수율 47%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-a5270f2385eb43ec857a213fafe2697b
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06872834B2

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