Triphenylphosphine → HCID 140398709, 화합물

HRID 1419727노트

반응식

HRID 1419727 반응식
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1/[C:6](=[N:13]/[OH:14])/[C:7]([O:9][CH2:10][CH:11]=[CH2:12])=[O:8].[CH:15]([O:28][C:29]1[C:30](=[O:37])[CH:31]=[C:32]([CH2:35]O)[O:33][CH:34]=1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>C1COCC1>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1/[C:6](=[N:13]/[O:14][CH2:35][C:32]1[O:33][CH:34]=[C:29]([O:28][CH:15]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:30](=[O:37])[CH:31]=1)/[C:7]([O:9][CH2:10][CH:11]=[CH2:12])=[O:8]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 143063875-(benzhydryloxy)-2-(hydroxymethyl)-4H-pyran-4-oneHCID 15093893HCID 15093893, 화합물

생성물 1

HCID 140398709HCID 140398709, 화합물수율 207.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To an ice cooled solution of allyl (E)-2-(2-thienyl)-2-(hydroxyimino)acetate (1.0 gm, 4.734 mmol), 5-benzhydryloxy-2-(hydroxymethyl) pyran-4-one (1.46 gm, 4.734 mmol) and triphenylphosphine (1.24 gm, 4.734 mmol) in dry THF (30 ml) under nitrogen was added dropwise diethyl azodicarboxylate (820 μl, 5.208 mmol). The reaction mixture was stirred at room temperature overnight and concentrated under reduced pressure to afford the crude as yellow gum (4.93 gm). The product was purified by silica gel column chromatography using hexane-ethyl acetate (2:1) as eluant to provide the title compound as a gummy foam in 47% yield (1.11 gm).

후처리

  1. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-7591388962854cca93938c3e132549b9
출처 데이터셋
uspto-grants-1999_03
특허 번호
US05888998

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