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Triphenylphosphine → HCID 86672799, 화합물

HRID 1755123
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HRID 1755123 반응식
[C:1]([O:5][C:6]([N:8]1[C:12](=[O:13])[C:11]2([CH2:18][CH2:17][N:16]([S:19]([CH2:22][CH2:23][C:24]3[CH:29]=[CH:28][C:27]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])=[CH:26][C:25]=3[CH3:37])(=[O:21])=[O:20])[CH2:15][CH2:14]2)[N:10]=[C:9]1[C:38]1[CH:43]=[C:42]([C:44]([F:47])([F:46])[F:45])[CH:41]=[C:40]([OH:48])[CH:39]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:49]([O:53][C:54](=[O:66])[N:55]([CH2:57][CH2:58][O:59][CH2:60][CH2:61][O:62][CH2:63][CH2:64]O)[CH3:56])([CH3:52])([CH3:51])[CH3:50].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CN(C(/N=N/C(N(C)C)=O)=O)C>C1COCC1>[C:1]([O:5][C:6]([N:8]1[C:12](=[O:13])[C:11]2([CH2:18][CH2:17][N:16]([S:19]([CH2:22][CH2:23][C:24]3[CH:29]=[CH:28][C:27]([C:30]([O:32][C:33]([CH3:34])([CH3:36])[CH3:35])=[O:31])=[CH:26][C:25]=3[CH3:37])(=[O:21])=[O:20])[CH2:15][CH2:14]2)[N:10]=[C:9]1[C:38]1[CH:43]=[C:42]([C:44]([F:46])([F:47])[F:45])[CH:41]=[C:40]([O:48][CH2:64][CH2:63][O:62][CH2:61][CH2:60][O:59][CH2:58][CH2:57][N:55]([C:54]([O:53][C:49]([CH3:50])([CH3:52])[CH3:51])=[O:66])[CH3:56])[CH:39]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 5353800DiamideHCID 66818057HCID 66818057, 화합물HCID 86672798HCID 86672798, 화합물

생성물 1

HCID 86672799HCID 86672799, 화합물수율 92.2%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

반응 조건

온도
60 °C

실험 절차

8-[2-(4-tert-Butoxycarbonyl-2-methyl-phenyl)-ethanesulfonyl]-2-(3-hydroxy-5-trifluoromethyl-phenyl)-4-oxo-1,3,8-triaza-spiro[4.5]dec-1-ene-3-carboxylic acid tert-butyl ester (30.0 mg, 43.1 μmol), {2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethyl}-methyl-carbamic acid tert-butyl ester (22.7 mg, 86.2 μmol) and triphenylphosphine (22.6 mg, 86.2 μmol) were dissolved in THF (0.22 mL). TMAD (14.8 mg, 86.2 μmol) was added and the mixture was stirred at 60° C. for 30 minutes in a nitrogen atmosphere. The reaction solution was concentrated under reduced pressure, and the resulting residue was then purified by silica gel column chromatography (hexane-ethyl acetate) to give 2-[3-(2-{2-[2-(tert-butoxycarbonyl-methyl-amino)-ethoxy]-ethoxy}-ethoxy)-5-trifluoromethyl-phenyl]-8-[2-(4-tert-butoxycarbonyl-2-methyl-phenyl)-ethanesulfonyl]-4-oxo-1,3,8-triaza-spiro[4.5]dec-1-ene-3-carboxylic acid tert-butyl ester (37.4 mg, 86%).

후처리

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe resulting residue was then purified by silica gel column chromatography (hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-375599880bcf41f6bc57cb21d132b6b7
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09169254B2

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