Dichloromethane → HCID 178445738、化合物

HRID 1036388

反応式

HRID 1036388 の反応式
[CH2:1]([C@@H:5]1[CH2:10][CH2:9][C@H:8]([O:11][C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[CH:18]=[C:17]([C@:22]2([CH3:28])[CH2:26][O:25][C:24](=[O:27])[NH:23]2)[CH:16]=[CH:15]3)[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4].[I:29]N1C(=O)CCC1=O.C(Cl)Cl>[Cl-].[Cl-].[Cl-].[Cl-].[Zr+4]>[I:29][C:13]1[C:12]([O:11][C@H:8]2[CH2:7][CH2:6][C@@H:5]([CH2:1][CH2:2][CH2:3][CH3:4])[CH2:10][CH2:9]2)=[CH:21][CH:20]=[C:19]2[C:14]=1[CH:15]=[CH:16][C:17]([C@:22]1([CH3:28])[CH2:26][O:25][C:24](=[O:27])[NH:23]1)=[CH:18]2

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 120273N-IodosuccinimideHCID 178445732HCID 178445732、化合物

生成物 1

HCID 178445738HCID 178445738、化合物収率 86%

試薬・触媒・溶媒 1

HCID 9856075Zirconium chloride (ZrCl4), (T-4)-触媒

実験手順

A mixture of (R)-4-(6-(cis-4-butylcyclohexyloxy)naphthalen-2-yl)-4-methyloxazolidin-2-one (Example 5, 113.2 mg, 0.0002967 mol), N-iodosuccinimide (74.8 mg, 0.000332 mol) and zirconium tetrachloride (10 mg, 0.000044 mol) in methylene chloride (2.43 mL, 0.0380 mol) was heated to reflux under argon in a vial overnight. The precipitate was filtered off and the residue was purified with Isco column eluted with EtOAc in hexane from 0 to 40% to give the product as a solid (128.9 mg, 86% yield). NMR showed identity.

後処理

  1. temperaturewas heated
  2. temperatureto reflux under argon in a vial overnight
  3. filtrationThe precipitate was filtered off
  4. customthe residue was purified with Isco column
  5. washeluted with EtOAc in hexane from 0 to 40%

出典と根拠

ORDレコード
ord-08153987430648df98ee0f40a24e18e0
出典データセット
uspto-grants-2013_10
特許番号
US08546359B2

関連ノート

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