Sodium Ascorbate → 4-[4-(4-Methanesulfonyl-phenoxymethyl)-[1,2,3]triazol-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

HRID 80649

反応式

HRID 80649 の反応式
[N:1]([CH:4]1[CH2:9][CH2:8][N:7]([C:10]([OH:12])=[O:11])[CH2:6][CH2:5]1)=[N+:2]=[N-:3].[CH3:13][S:14]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]#[CH:26])=[CH:19][CH:18]=1)(=[O:16])=[O:15].O=C1O[C@H]([C@H](CO)O)C([O-])=C1O.[Na+].O.[CH3:41][C:42](O)([CH3:44])[CH3:43]>O>[C:42]([O:11][C:10]([N:7]1[CH2:6][CH2:5][CH:4]([N:1]2[CH:26]=[C:25]([CH2:24][O:23][C:20]3[CH:21]=[CH:22][C:17]([S:14]([CH3:13])(=[O:15])=[O:16])=[CH:18][CH:19]=3)[N:3]=[N:2]2)[CH2:9][CH2:8]1)=[O:12])([CH3:44])([CH3:43])[CH3:41]

参加物

6

反応物 4

HCID 23667548Sodium AscorbateHCID 577083901-(Methylsulfonyl)-4-(prop-2-ynyloxy)benzeneHCID 714019492-Methylpropan-2-ol--water (1/1)HCID 866749114-Azido-piperidine-1-carboxylic acid

生成物 1

HCID 251763634-[4-(4-Methanesulfonyl-phenoxymethyl)-[1,2,3]triazol-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

4-Azido-piperidine-1-carboxylic acid text-butyl ester (1 eq) and 1-methanesulfonyl-4-prop-2-ynyloxy-benzene (1 eq) were suspended in H2O/t-BuOH (1:1). Sodium ascorbate (0.1 eq) was added followed by CuSO4.5H2O (0.01 eq). The mixture was stirred vigorously overnight. The mixture was diluted with water and a precipitate formed. The precipitate was collected by filtration and purified on silica gel to give the desired product. 1H NMR (CDCl3): δ 7.88 (2H, d), 7.67 (1H, s), 7.14 (2H, d), 5.29 (2H, s), 4.64 (1H, m), 4.28 92H, m), 3.05 (3H, s), 2.94 (2H, m), 2.2 (2H, m), 1.96 (2H, m), 1.48 (9H, s).

後処理

  1. customa precipitate formed
  2. filtrationThe precipitate was collected by filtration
  3. custompurified on silica gel

出典と根拠

ORDレコード
ord-038fb3f78e8e4754882901881e06898c
出典データセット
uspto-grants-2014_09
特許番号
US08846675B2

関連ノート

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