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Dimethylformamide → 1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(t-butyl-dimethyl-silanyloxymethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

HRID 623667
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HRID 623667 반응식
CN(C=O)C.[CH2:6]([O:13][C:14]1[CH:19]=[C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:17]([N:28]=[N+:29]=[N-:30])=[CH:16][C:15]=1[CH:31]([CH3:33])[CH3:32])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[CH3:34][O:35][C:36](=[O:54])[C:37]#[C:38][C:39]1[CH:44]=[CH:43][C:42]([C:45]([CH3:53])([CH3:52])[O:46][SiH2:47][C:48]([CH3:51])([CH3:50])[CH3:49])=[CH:41][CH:40]=1.CCOC(C)=O>O>[CH3:34][O:35][C:36]([C:37]1[N:30]=[N:29][N:28]([C:17]2[CH:16]=[C:15]([CH:31]([CH3:33])[CH3:32])[C:14]([O:13][CH2:6][C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=3)=[CH:19][C:18]=2[O:20][CH2:21][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:38]=1[C:39]1[CH:40]=[CH:41][C:42]([C:45]([CH3:53])([CH3:52])[O:46][SiH2:47][C:48]([CH3:51])([CH3:50])[CH3:49])=[CH:43][CH:44]=1)=[O:54]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 715342021,5-Bis-benzyloxy-2-isopropyl-4-azido-benzeneHCID 131735183[4-(Tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-propynoic acid methyl ester

생성물 1

HCID 1317351821-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(t-butyl-dimethyl-silanyloxymethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester
수율 68%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A DMF solution (2.5 ml) containing 1,5-bis-benzyloxy-2-isopropyl-4-azido-benzene (373 mg, 1 mmol) and [4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-propynoic acid methyl ester (277 mg, 0.91 mmol) was degassed at RT by means of three vacuum-nitrogen cycles. [Cp*RuCl]4 (49 mg, 0.045 mmol) was then added and other three cycles were done. The reaction was stirred at RT until completion (monitored by TLC). AcOEt and water were then added. After standard work-up, the crude reaction mixture was purified by column chromatography (PE/AcOEt:60/40) to get the desired adduct as an oil.

후처리

  1. customwas degassed at RT by means of three vacuum-nitrogen cycles
  2. customAfter standard work-up, the crude reaction mixture
  3. customwas purified by column chromatography (PE/AcOEt:60/40)

출처 및 근거

ORD 기록
ord-ab6481b38d39423f800c56a8da45d841
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09302998B2

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