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Water → HCID 21024001, 화합물

HRID 1795686
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HRID 1795686 반응식
[C:1]1([CH3:11])C=CC(S([O-])(=O)=O)=CC=1.[NH+]1[CH:17]=[CH:16]C=CC=1.[C:18]([O:21][CH:22]1[C:23]([OH:55])([CH3:54])[CH2:24][CH2:25][CH:26]([OH:53])[CH2:27][C:28]([O:30][CH:31](/[C:36](/[CH3:52])=[CH:37]/[CH:38]=[CH:39]/[CH:40]([CH3:51])[CH2:41][CH:42]2[O:50][CH:43]2[CH:44]([CH3:49])[CH:45]([OH:48])[CH2:46][CH3:47])[CH:32]([CH3:35])[CH:33]=[CH:34]1)=[O:29])(=[O:20])[CH3:19].[CH:56]([O:58][CH2:59][CH3:60])=[CH2:57].[C:61]([O:64][CH2:65][CH3:66])(=O)[CH3:62].[OH2:67]>ClCCl>[C:18]([O:21][CH:22]1[C:23]([O:55][CH:16]([O:67][CH2:1][CH3:11])[CH3:17])([CH3:54])[CH2:24][CH2:25][CH:26]([O:53][CH:61]([O:64][CH2:65][CH3:66])[CH3:62])[CH2:27][C:28]([O:30][CH:31](/[C:36](/[CH3:52])=[CH:37]/[CH:38]=[CH:39]/[CH:40]([CH3:51])[CH2:41][CH:42]2[O:50][CH:43]2[CH:44]([CH3:49])[CH:45]([O:48][CH:56]([O:58][CH2:59][CH3:60])[CH3:57])[CH2:46][CH3:47])[CH:32]([CH3:35])[CH:33]=[CH:34]1)=[O:29])(=[O:20])[CH3:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 962WaterHCID 8023Ethyl vinyl etherHCID 8857Ethyl AcetateHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 9807215HCID 9807215, 화합물

생성물 1

HCID 21024001HCID 21024001, 화합물수율 94%

시약·촉매·용매

1
HCID 6344Dichloromethane용매

실험 절차

Pyridinium p-toluenesulfonate (9 mg, 35.4 μmol) was added to a solution of (8E,12E,14E)-7-acetoxy-3,6,21-trihydroxy-6,10,12,16,20-pentamethyl-18,19-epoxytricosa-8,12,14-trien-11-olide (200 mg, 0.354 mmol) in dichloromethane (10 mL) and ethyl vinyl ether (521 mg, 7.08 mmol) at room temperature, followed by stirring at the same temperature overnight. Ethyl Acetate and water were added to the reaction solution, and the mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate, filtered and then evaporated. The resulting residue was purified by silica gel column chromatography (Kanto silica gel 60N, 40 to 50 μm; ethyl acetate-hexane=1:4, 1:3 and 1:1, successively) to obtain the title compound (250 mg, 94%) as a colorless oil.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. customThe resulting residue was purified by silica gel column chromatography (Kanto silica gel 60N, 40 to 50 μm

출처 및 근거

ORD 기록
ord-5c694545bd2b498aa156e5310f0335a3
출처 데이터셋
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07026352B1

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