Water → HCID 178505327、化合物

HRID 1159406ノート

反応式

HRID 1159406 の反応式
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[N:6]1([CH2:12][C@@H:13]2[CH2:16][C@H:15]([OH:17])[CH2:14]2)[CH2:11][CH2:10][O:9][CH2:8][CH2:7]1.C(N(CC)CC)C.O>C(Cl)Cl>[CH3:1][S:2]([O:17][C@H:15]1[CH2:16][C@@H:13]([CH2:12][N:6]2[CH2:11][CH2:10][O:9][CH2:8][CH2:7]2)[CH2:14]1)(=[O:4])=[O:3]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 178521631HCID 178521631、化合物

生成物 1

HCID 178505327HCID 178505327、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

MsCl (0.27 mL, 3.5 mmol) was added dropwise to a solution of intermediate 40, cis-3-(Morpholin-4-ylmethyl)cyclobutanol (0.5 g, 2.9 mmol) and triethylamine (1 mL, 7.0 mmol) in CH2Cl2 (5 mL) in argon under stirring on an ice bath. The mixture was brought to room temperature for 1 h, water (10 mL) was added, and the layers were separated. The organic layer was washed with water. The water layer was washed with the saturated NaCl solution, dried over Na2SO4, and evaporated to give the title compound as a yellow oil in 99% (718 mg, 2.88 mmol) yield. This material was used without additional purification. 1H-NMR (400 MHz)-data (dmso-d6): 4.83 (dddd, 1H, J=7.5 Hz, CHOMs), 3.51-3.58 (m, 4H, CH2OCH2), 3.12 (s, 1H, Ms), 2.46-2.55 (m, 2H, cyclobutylCHH), 2.28-2.40 (m, 6H, (CH2)3N), 2.00-2.12 (m, 1H, CHCH2N), 1.80-1.89 (m, 2H, cyclobutylCHH).

後処理

  1. customthe layers were separated
  2. washThe organic layer was washed with water
  3. washThe water layer was washed with the saturated NaCl solution
  4. dry with materialdried over Na2SO4
  5. customevaporated

出典と根拠

ORDレコード
ord-d6131d6ae2f348a4b4d58bcbb59ab842
出典データセット
uspto-grants-2010_10
特許番号
US07812040B2

反応ノート

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