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Triphenylphosphine → S-(1-(4,5-dihydrothiazol-2-yl)azetidin-3-yl) ethanethioate

HRID 1957375
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인쇄 미리보기

반응식

HRID 1957375 반응식
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O.O[CH:33]1[CH2:36][N:35]([C:37]2[S:38][CH2:39][CH2:40][N:41]=2)[CH2:34]1.[C:42]([OH:45])(=[S:44])[CH3:43]>O1CCCC1>[C:42]([S:44][CH:33]1[CH2:36][N:35]([C:37]2[S:38][CH2:39][CH2:40][N:41]=2)[CH2:34]1)(=[O:45])[CH3:43]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 109865151-(4,5-Dihydrothiazol-2-yl)azetidin-3-olHCID 178418634HCID 178418634, 화합물

생성물 1

HCID 11790619S-(1-(4,5-dihydrothiazol-2-yl)azetidin-3-yl) ethanethioate수율 65%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

To a mixture solution of triphenylphosphine and diethyl azodicarboxylate in 10 ml of tetrahydrofuran was added a mixture of 119 mg of Compound (3) and thioacetic acid under ice-cooling, and the reaction mixture was stirred for 1 hour at the same condition, then for 1 hour at room temperature. After the reaction solvent was removed under reduced pressure, the resulting residue was purified by silica gel column chromatography (chloroform:ethanol=1:1) to give 107 mg (65%) of 3-acetylthio-1-(thiazolin-2-yl)azetidine [Compound (4)].

후처리

  1. temperaturecooling
  2. waitfor 1 hour at room temperature
  3. customAfter the reaction solvent was removed under reduced pressure
  4. customthe resulting residue was purified by silica gel column chromatography (chloroform:ethanol=1:1)

출처 및 근거

ORD 기록
ord-76cd41c79d424a0e8034a9fdc0786921
출처 데이터셋
uspto-grants-1998_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05783703

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