Triphenylphosphine → Diphenylmethyl 2-{2-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yloxy]methyl}phenoxy}-pentanoate

HRID 1604692노트

반응식

HRID 1604692 반응식
[OH:1][CH2:2][C:3]1[CH:29]=[CH:28][CH:27]=[CH:26][C:4]=1[O:5][CH:6]([CH2:23][CH2:24][CH3:25])[C:7]([O:9][CH:10]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8].[C:30]([C:34]1[N:35]=[C:36]([C:39]2[O:40][C:41]3[CH:47]=[CH:46][C:45](O)=[CH:44][C:42]=3[CH:43]=2)[S:37][CH:38]=1)([CH3:33])([CH3:32])[CH3:31].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O>O1CCCC1>[C:30]([C:34]1[N:35]=[C:36]([C:39]2[O:40][C:41]3[CH:47]=[CH:46][C:45]([O:1][CH2:2][C:3]4[CH:29]=[CH:28][CH:27]=[CH:26][C:4]=4[O:5][CH:6]([CH2:23][CH2:24][CH3:25])[C:7]([O:9][CH:10]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)[C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=4)=[O:8])=[CH:44][C:42]=3[CH:43]=2)[S:37][CH:38]=1)([CH3:33])([CH3:31])[CH3:32]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 5462977Diethyl azodicarboxylateHCID 108586652-(4-Tert-butylthiazol-2-yl)-5-hydroxybenzofuranHCID 19603743HCID 19603743, 화합물

생성물 1

HCID 19603769Diphenylmethyl 2-{2-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yloxy]methyl}phenoxy}-pentanoate수율 76.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of diphenylmethyl 2-[2-(hydroxymethyl)phenoxy]pentanoate (1.70 g), 2-(4-tert-butylthiazol-2-yl)-5-hydroxybenzofuran (2.43 g), and triphenylphosphine (2.44 g) in tetrahydrofuran (40 ml) was added a solution of diethylazodicarboxylate (1.44 g) in tetrahydrofuran (2 ml) under ice-cooling. The mixture was stirred at the same temperature for an hour and at room temperature for an hour. The mixture was concentrated under reduced pressure and the residue was subjected to a column of silica gel (100 g) eluting with a mixed solvent of toluene and n-hexane (7:3) to give diphenylmethyl 2-{2-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yloxy]methyl}phenoxy}pentanate (2.16 g).

후처리

  1. temperaturecooling
  2. concentrationThe mixture was concentrated under reduced pressure
  3. washeluting with a mixed solvent of toluene and n-hexane (7:3)

출처 및 근거

ORD 기록
ord-c8c2b7bd378b4433ba230273e0f1771b
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05994378

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