Acetic Anhydride → HCID 58619154, 화합물

HRID 1795696노트

반응식

HRID 1795696 반응식
C(OC(=O)C)(=O)C.[OH:8][C:9]1([CH3:41])[CH:21]([OH:22])[CH:20]=[CH:19][CH:18]([CH3:23])[CH:17](/[C:24](/[CH3:40])=[CH:25]/[CH:26]=[CH:27]/[CH:28]([CH3:39])[CH2:29][CH:30]2[O:38][CH:31]2[CH:32]([CH3:37])[CH:33]([OH:36])[CH2:34][CH3:35])[O:16][C:14](=[O:15])[CH:13]=[CH:12][CH2:11][CH2:10]1.C(N(CC)CC)C.CN(C1C=CC=CN=1)C>ClCCl.O.C(OCC)(=O)C>[OH:8][C:9]1([CH3:41])[CH:21]([OH:22])[CH:20]=[CH:19][CH:18]([CH3:23])[CH:17](/[C:24](/[CH3:40])=[CH:25]/[CH:26]=[CH:27]/[CH:28]([CH3:39])[CH2:29][CH:30]2[O:38][CH:31]2[CH:32]([CH3:37])[CH:33]([OH:36])[CH2:34][CH3:35])[O:16][C:14](=[O:15])[CH:13]=[CH:12][CH2:11][CH2:10]1

참가 물질

8

반응물 4

HCID 7918Acetic Anhydride3회HCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 86759975HCID 86759975, 화합물

생성물 1

HCID 58619154HCID 58619154, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매4회HCID 8857Ethyl Acetate용매

실험 절차

A solution of acetic anhydride (0.74 mg, 7 μmol) in dichloromethane (0.1 mL) was added dropwise to a solution of (8E,12E,14E)-6,7,21-trihydroxy-6,10,12,16,20-pentamethyl-18,19-epoxytricosa-2,8,12,14-tetraen-11-olide (3.3 mg, 6.9 μmol), triethylamine (3.6 mg, 35 μmol) and dimethylaminopyridine (0.4 mg, 3.5 μmol) in dichloromethane (1 mL), followed by stirring at room temperature for 30 min. under nitrogen atmosphere. A solution of acetic anhydride (0.2 mg, 1.9 μmol) in dichloromethane (20 μL) was added dropwise thereto and the mixture was stirred at the same temperature for 30 min. Further, a dichloromethane solution (20 μL) of acetic anhydride (0.2 mg, 1.9 μmol) was added dropwise thereinto and the mixture was stirred at the same temperature for 30 min. Ethyl Acetate and water were added to the reaction solution, and the mixture was extracted with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate, filtered and then evaporated. The resulting residue was purified by thin layer chromatography (MERCK Silica gel 60 F254, 0.2 mm, developing solution; ethyl acetate-hexane, 4:5) to obtain the title Compound B43-1 (0.8 mg, 21%) and Compound B43-2 (2.6 mg, 73%) as colorless oils, respectively.

후처리

  1. stirringthe mixture was stirred at the same temperature for 30 min
  2. stirringthe mixture was stirred at the same temperature for 30 min
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe resulting residue was purified by thin layer chromatography (MERCK Silica gel 60 F254, 0.2 mm, developing solution; ethyl acetate-hexane, 4:5)

출처 및 근거

ORD 기록
ord-9c4e10e7fd2f422b80128602c5a6dfbe
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07026352B1

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