3,4-dihydro-2H-pyran → HCID 18648593、化合物

HRID 467162ノート

反応式

HRID 467162 の反応式
[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([N:9]1[CH2:15][CH2:14][CH2:13][C@H:10]1[CH2:11][OH:12])=[O:8].[O:16]1[CH:21]=[CH:20][CH2:19][CH2:18][CH2:17]1>C(#N)C.C1(C)C(S(O)(=O)=O)=CC=CC=1.N1C=CC=CC=1>[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([N:9]1[CH2:15][CH2:14][CH2:13][C@H:10]1[CH2:11][O:12][CH:17]1[CH2:18][CH2:19][CH2:20][CH2:21][O:16]1)=[O:8]

参加物

5

反応物 2

HCID 80803,4-dihydro-2H-pyranHCID 18648590HCID 18648590、化合物

生成物 1

HCID 18648593HCID 18648593、化合物収率 110%

試薬・触媒・溶媒 2

HCID 22058245HCID 22058245、化合物触媒HCID 6342Acetonitrile溶媒

実験手順

The thus obtained L-pyroglutamyl-L-prolinol (110 g, 0.519 mol) and dihydropyran (220 g, 2.62 mol) are dissolved in acetonitrile (2.75 l), and pyridine toluenesulfonate (11 g) is added under water-cooling. The mixture is stirred at room temperature for two days, and the reaction liquid is concentrated under reduced pressure, dissolved again in methylene chloride (1.5 l) and washed successively with 5% potassium carbonate (1 l) and water (1 l). The methylene chloride layer is dried over anhydrous magnesium sulfate and filtered. The filtrate is concentrated to dryness under reduced pressure to give N-pyroglutamyl-O-tetrahydropyranyl-L-prolinol (169 g, 110%).

後処理

  1. temperaturecooling
  2. customthe reaction liquid
  3. concentrationis concentrated under reduced pressure
  4. dissolutiondissolved again in methylene chloride (1.5 l)
  5. washwashed successively with 5% potassium carbonate (1 l) and water (1 l)
  6. dry with materialThe methylene chloride layer is dried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationThe filtrate is concentrated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-ec7759caaa49419185756baaae8d22e9
出典データセット
uspto-grants-1992_10
特許番号
US05158970

反応ノート

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