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Water → diphenylmethyl (S)-3-[(2S,3R,4R,55)-2,3,4,6-tetrahydroxy-5-((N,N-dimethyl-L-valyl)-L-leucyl)aminohexanoyl]amino-3-phenylpropionate

HRID 2230417
ノート
印刷プレビュー

反応式

HRID 2230417 の反応式
[CH3:1][N:2]([CH3:10])[C@H:3]([C:7](O)=[O:8])[CH:4]([CH3:6])[CH3:5].[OH:11][C@@H:12]([C@H:40]([OH:55])[C@H:41]([OH:54])[C@@H:42]([NH:45][C:46](=[O:53])[C@H:47]([CH2:49][CH:50]([CH3:52])[CH3:51])[NH2:48])[CH2:43][OH:44])[C:13]([NH:15][C@H:16]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[CH2:17][C:18]([O:20][CH:21]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])=[O:14].C(N(CC)CC)C.O>CN(C)C=O>[OH:11][C@@H:12]([C@H:40]([OH:55])[C@H:41]([OH:54])[C@@H:42]([NH:45][C:46](=[O:53])[C@H:47]([CH2:49][CH:50]([CH3:51])[CH3:52])[NH:48][C:7](=[O:8])[C@H:3]([CH:4]([CH3:6])[CH3:5])[N:2]([CH3:10])[CH3:1])[CH2:43][OH:44])[C:13]([NH:15][C@H:16]([C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1)[CH2:17][C:18]([O:20][CH:21]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:19])=[O:14]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 11008044N,N-Dimethyl-L-ValineHCID 11039599diphenylmethyl (S)-3-[(2S,3R,4R,5S)-2,3,4,6-tetrahydroxy-5-(L-leucyl)aminohexanoyl]amino-3-phenylpropionate

生成物 1

HCID 59902701diphenylmethyl (S)-3-[(2S,3R,4R,55)-2,3,4,6-tetrahydroxy-5-((N,N-dimethyl-L-valyl)-L-leucyl)aminohexanoyl]amino-3-phenylpropionate
収率 94.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of N,N-dimethyl-L-valine (58 mg) and diphenylmethyl (S)-3-[(2S,3R,4R,5S)-2,3,4,6-tetrahydroxy-5-(L-leucyl)aminohexanoyl]amino-3-phenylpropionate (250 mg) in dimethylformamide (4 ml) were added diethyl cyanophosophonate (82 mg) and triethylamine (0.14 ml) and the mixture was stirred at room temperature for 18 hours. After addition of water, the whole was extracted with ethyl acetate and the extract was washed with saturated brine, followed by drying over anhydrous sodium sulfate. Removal of the organic solvent gave a residue, which was recrystallized from ehtyl acetate-hexane to afford the title compound (282 mg).

後処理

  1. extractionthe whole was extracted with ethyl acetate
  2. washthe extract was washed with saturated brine
  3. dry with materialby drying over anhydrous sodium sulfate
  4. customRemoval of the organic solvent
  5. customgave a residue, which
  6. customwas recrystallized from ehtyl acetate-hexane

出典と根拠

ORDレコード
ord-1303f71bf31748919d12826580d2042a
出典データセット
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06423869B1

反応ノート

読み込み中…

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