Diisopropylethylamine → 1,1-Dimethylethyl 2-[[(methylsulfonyl)oxy]methyl]-2-(hydroxymethyl)-4-morpholinecarboxylate

HRID 2110803ノート

反応式

HRID 2110803 の反応式
[OH:1][CH2:2][CH:3]1[O:8][CH2:7][CH2:6][N:5]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:4]1.C(N(C(C)C)C(C)C)C.[CH3:25][S:26]([O:29]S(C)(=O)=O)(=O)=[O:27].[C:34]([O-])(O)=[O:35].[Na+]>ClCCl>[CH3:25][S:26]([O:1][CH2:2][C:3]1([CH2:34][OH:35])[O:8][CH2:7][CH2:6][N:5]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:4]1)(=[O:29])=[O:27]

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 81560Methanesulfonic anhydrideHCID 516892Sodium BicarbonateHCID 5201202tert-Butyl 2-(hydroxymethyl)morpholine-4-carboxylate

生成物 1

HCID 866286481,1-Dimethylethyl 2-[[(methylsulfonyl)oxy]methyl]-2-(hydroxymethyl)-4-morpholinecarboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (2S) 1,1-dimethylethyl 2-(hydroxymethyl)-4-morpholinecarboxylate (5.63 g) (Heterocycles, 1993, 35, 105) and N-ethyl-N,N-diisopropylamine (9 ml) in dichloromethane (200 ml) at room temperature was added methanesulfonic anhydride (5.42 g). The reaction was stirred for 16 hours. The reaction mixture was poured onto saturated aqueous NaHCO3 solution and the organics were extracted with dichloromethane. The combined organic extracts were dried with MgSO4 and concentrated to give an oil (8.33 g). This was used without further purification.

後処理

  1. extractionthe organics were extracted with dichloromethane
  2. dry with materialThe combined organic extracts were dried with MgSO4
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-832497995f604c21b3b3cc20dc7cf4d4
出典データセット
uspto-grants-2009_04
特許番号
US07517989B2

反応ノート

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