HCID 87366190、化合物 → HCID 87367150、化合物

HRID 1670048ノート

反応式

HRID 1670048 の反応式
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

参加物

4

反応物 1

HCID 87366190HCID 87366190、化合物

生成物 1

HCID 87367150HCID 87367150、化合物収率 64%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 10942334Sodium Methoxide溶媒

実験手順

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%).

後処理

  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]

出典と根拠

ORDレコード
ord-9aee9225a52b42ad863eaa150f403f33
出典データセット
uspto-grants-2011_08
特許番号
US07989602B2

反応ノート

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