Ethyl 2-((tert-butoxycarbonyl)amino)-4-(hydroxymethyl)thiophene-3-carboxylate → HCID 86596546、化合物

HRID 1244156ノート

反応式

HRID 1244156 の反応式
[CH2:1]([O:3][C:4]([C:6]1[C:10]([CH2:11][OH:12])=[CH:9][S:8][C:7]=1[NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[O:5])[CH3:2]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH2:1]([O:3][C:4]([C:6]1[C:10]([CH:11]=[O:12])=[CH:9][S:8][C:7]=1[NH:13][C:14]([O:16][C:17]([CH3:18])([CH3:20])[CH3:19])=[O:15])=[O:5])[CH3:2]

参加物

4

反応物 1

HCID 57354245Ethyl 2-((tert-butoxycarbonyl)amino)-4-(hydroxymethyl)thiophene-3-carboxylate

生成物 1

HCID 86596546HCID 86596546、化合物収率 95.2%

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

2-t-Butoxycarbonylamino-4-hydroxymethyl-thiophene-3-carboxylic acid ethyl ester (2.83 g, 9.44 mmol) was dissolved in anhydrous CH2Cl2 (165 mL) and treated with manganese dioxide (16.41 g, 188.70 mmol). It was stirred at room temperature for 5 hr then it was filtered through a pad of Celite. The Celite was washed with copious amounts of acetone. The filtrate was concentrated in vacuo to give title compound (2.69 g, 95%). MS m/e (CI) 300.0 (M+H)+; 1H NMR (300 MHz, CDCl3): δ ppm 1.42 (t, 3H), 1.55 (s, 9H), 4.43 (q, 2H), 7.59 (s, 1H), 10.30 (s, 1H), 10.34 (s, 1H).

後処理

  1. filtrationit was filtered through a pad of Celite
  2. washThe Celite was washed with copious amounts of acetone
  3. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-9dba245dee4646d4bc404fe3a40dee59
出典データセット
uspto-grants-2006_10
特許番号
US07119205B2

反応ノート

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