Ethyl 2-((tert-butoxycarbonyl)amino)-4-(hydroxymethyl)thiophene-3-carboxylate → HCID 86596546, 화합물

HRID 1244156노트

반응식

HRID 1244156 반응식
[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]

참가 물질

4

반응물 1

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

생성물 1

HCID 86596546HCID 86596546, 화합물수율 95.2%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9dba245dee4646d4bc404fe3a40dee59
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07119205B2

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