Water → HCID 86762376, 화합물

HRID 508137노트

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HRID 508137 반응식
CS(O[CH2:6][C@H:7]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])(=O)=O.[N-:22]=[N+:23]=[N-:24].[Na+].O>CN(C=O)C>[C:16]1([C@H:7]([NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:6][N:22]=[N+:23]=[N-:24])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 33557Sodium AzideHCID 10335849(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl methanesulfonate

생성물 1

HCID 86762376HCID 86762376, 화합물수율 76%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
55 °C

실험 절차

(S)-2-Phenyl-2-tert-butoxycarbonylaminoethyl methanesulfonate (15.77 g, 0.05 mol) was dissolved in 50 mL DMF followed by the addition of sodium azide (19.5 g, 0.3 mol). The mixture was stirred for 24 hrs at 55° C., cooled to room temperature, poured into cold water (500 mL) and stirred vigorously for 20 minutes. Precipitate was collected by filtration, washed with water and dried, affording 9.97 g of the title compound as a white solid. Yield: 76%; (MH)+=263; 1H NMR (DMSO-d6): 1.37 (s, 9H), 3.36-3.50 (m, 2H), 4.69-4.75 (m, 1H), 7.23-7.36 (m, 5H), 7.65-7.68 (d, J=9.2 Hz, 1H).

후처리

  1. temperaturecooled to room temperature
  2. stirringstirred vigorously for 20 minutes
  3. filtrationPrecipitate was collected by filtration
  4. washwashed with water
  5. customdried

출처 및 근거

ORD 기록
ord-8364dc09c1dc4d2d89d557ecc4b19c5d
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09095575B2

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