HCID 87366190, 화합물 → HCID 87367150, 화합물

HRID 1670048노트

반응식

HRID 1670048 반응식
C([O:9][CH:10]([CH2:52][O:53][C@H:54]1[O:83][C@H:82]([CH2:84][O:85][CH2:86][C:87]2[CH:92]=[CH:91][CH:90]=[CH:89][CH:88]=2)[C@@H:73]([O:74][CH2:75][C:76]2[CH:81]=[CH:80][CH:79]=[CH:78][CH:77]=2)[C@H:64]([O:65][CH2:66][C:67]2[CH:72]=[CH:71][CH:70]=[CH:69][CH:68]=2)[C@@H:55]1[O:56][CH2:57][C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=1)[CH2:11][O:12][C@H:13]1[O:42][C@H:41]([CH2:43][O:44][CH2:45][C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)[C@@H:32]([O:33][CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C@H:23]([O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C@@H:14]1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)(=O)C1C=CC=CC=1>C[O-].[Na+].CO>[CH2:16]([O:15][C@H:14]1[C@@H:23]([O:24][CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C@H:32]([O:33][CH2:34][C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[C@@H:41]([CH2:43][O:44][CH2:45][C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)[O:42][C@@H:13]1[O:12][CH2:11][CH:10]([CH2:52][O:53][C@H:54]1[O:83][C@H:82]([CH2:84][O:85][CH2:86][C:87]2[CH:92]=[CH:91][CH:90]=[CH:89][CH:88]=2)[C@@H:73]([O:74][CH2:75][C:76]2[CH:81]=[CH:80][CH:79]=[CH:78][CH:77]=2)[C@H:64]([O:65][CH2:66][C:67]2[CH:68]=[CH:69][CH:70]=[CH:71][CH:72]=2)[C@@H:55]1[O:56][CH2:57][C:58]1[CH:59]=[CH:60][CH:61]=[CH:62][CH:63]=1)[OH:9])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

4

반응물 1

HCID 87366190HCID 87366190, 화합물

생성물 1

HCID 87367150HCID 87367150, 화합물수율 64%

시약·촉매·용매 2

HCID 887Methanol용매HCID 10942334Sodium Methoxide용매

실험 절차

Dimannoside 11 (800 mg, 0.65 mmol) was dissolved in 1M sodium methoxide in methanol (80 mL) and the reaction was stirred overnight at room temperature. The solvent was removed and the residue was dissolved in dichloromethane, washed with 2M HCl (2×50 mL) and water (50 mL), and dried over magnesium sulfate. Removal of the solvent gave a residue (a to β 4:1, 615 mg) which was purified over silica [hexane/ether 75:25 to 65:35 gradient elution] to afford the title compound 12 (470 mg, 64%), a mixture of 12 and 13 (90 mg, 12%), and 13 (40 mg, 5%).

후처리

  1. customThe solvent was removed
  2. dissolutionthe residue was dissolved in dichloromethane
  3. washwashed with 2M HCl (2×50 mL) and water (50 mL)
  4. dry with materialdried over magnesium sulfate
  5. customRemoval of the solvent
  6. customgave a residue (a to β 4:1, 615 mg) which
  7. customwas purified over silica [hexane/ether 75:25 to 65:35 gradient elution]

출처 및 근거

ORD 기록
ord-9aee9225a52b42ad863eaa150f403f33
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989602B2

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