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2-[N-tert-butoxycarbonyl-N-{3-methoxycarbonyl-1-[3-(2-propenyloxycarbonylamino)phenyl]propyl}amino]-6-(5-ethyl-1,3,4-thiadiazol-2-ylthiomethyl)-4-morpholinopyridine → 2-[N-tert-butoxycarbonyl-N-{4-hydroxy-1-[3-(2-propenyloxycarbonylamino)phenyl]butyl}amino]-6-(5-ethyl-1,3,4-thiadiazol-2-ylthiomethyl)-4-morpholinopyridine

HRID 849236
ノート
印刷プレビュー

反応式

HRID 849236 の反応式
[C:1]([O:5][C:6]([N:8]([C:29]1[CH:34]=[C:33]([N:35]2[CH2:40][CH2:39][O:38][CH2:37][CH2:36]2)[CH:32]=[C:31]([CH2:41][S:42][C:43]2[S:44][C:45]([CH2:48][CH3:49])=[N:46][N:47]=2)[N:30]=1)[CH:9]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([NH:22][C:23]([O:25][CH2:26][CH:27]=[CH2:28])=[O:24])[CH:17]=1)[CH2:10][CH2:11][C:12](OC)=[O:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].[BH4-].[Li+].O1CCCC1>O1CCCC1.C(OCC)(=O)C>[C:1]([O:5][C:6]([N:8]([C:29]1[CH:34]=[C:33]([N:35]2[CH2:40][CH2:39][O:38][CH2:37][CH2:36]2)[CH:32]=[C:31]([CH2:41][S:42][C:43]2[S:44][C:45]([CH2:48][CH3:49])=[N:46][N:47]=2)[N:30]=1)[CH:9]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([NH:22][C:23]([O:25][CH2:26][CH:27]=[CH2:28])=[O:24])[CH:17]=1)[CH2:10][CH2:11][CH2:12][OH:13])=[O:7])([CH3:4])([CH3:2])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 193696512-[N-tert-butoxycarbonyl-N-{3-methoxycarbonyl-1-[3-(2-propenyloxycarbonylamino)phenyl]propyl}amino]-6-(5-ethyl-1,3,4-thiadiazol-2-ylthiomethyl)-4-morpholinopyridineHCID 131718764lithium borohydride THF

生成物 1

HCID 193696602-[N-tert-butoxycarbonyl-N-{4-hydroxy-1-[3-(2-propenyloxycarbonylamino)phenyl]butyl}amino]-6-(5-ethyl-1,3,4-thiadiazol-2-ylthiomethyl)-4-morpholinopyridine

試薬・触媒・溶媒 2

HCID 8028
Tetrahydrofuran
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

2-[N-tert-butoxycarbonyl-N-{3-methoxycarbonyl-1-[3-(2-propenyloxycarbonylamino)phenyl]propyl}amino]-6-(5-ethyl-1,3,4-thiadiazol-2-ylthiomethyl)-4-morpholinopyridine (100 mg) obtained in Example 138-(2) was dissolved in tetrahydrofuran (3 ml), and a 2 M lithium borohydride-tetrahydrofuran solution (0.1 ml) was added thereto, followed by stirring at room temperature for 15 hours. The reaction solution was diluted with ethyl acetate, washed with a saturated sodium chloride aqueous solution and then, dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/2) to obtain the above identified compound (66 mg).

後処理

  1. washwashed with a saturated sodium chloride aqueous solution
  2. dry with materialdried over anhydrous magnesium sulfate
  3. distillationThe solvent was distilled off under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/2)
  5. customto obtain the

出典と根拠

ORDレコード
ord-bd6eacf139d743588235379563ad4118
出典データセット
uspto-grants-2000_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06011039

反応ノート

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