Benzyl Bromide → HCID 131720958, 화합물

HRID 1789648노트

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HRID 1789648 반응식
[NH:1]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[C@@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[N:8][CH:7]=[CH:6][CH:5]=1.[CH2:20]([Br:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(#N)C>[NH:1]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[C@@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH2:7][N:8]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:9]=1.[BrH:27]

참가 물질

4

반응물 2

HCID 7498Benzyl BromideHCID 2734500Boc-3-(3-pyridyl)-D-Ala-OH

생성물 1

HCID 131720958HCID 131720958, 화합물수율 85%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
50 °C

실험 절차

Boc-D-Pal (1.36 g, 6.0 mmol) was suspended in 60 ml of acetonitrile. Benzyl bromide (about 50 mmol) was added and the mixture was warmed to 50° C. on a water bath. A cleasr solution resulted, and was stirred at room temperature for 16 hours. A white precipitate formed; TLC after 17 hours showed some starting remaining starting material; stirring continued for a total of 5 days, when the reaction was complete. The solvent was evaporated under reduced pressure, and the residue recrystallized from EtOH/ethyl acetate. Yield: 85%; m.p. 166–170° C.

후처리

  1. customA cleasr solution resulted
  2. customA white precipitate formed
  3. waitTLC after 17 hours showed
  4. stirringstirring
  5. customcontinued for a total of 5 days, when
  6. customThe solvent was evaporated under reduced pressure
  7. customthe residue recrystallized from EtOH/ethyl acetate

출처 및 근거

ORD 기록
ord-c7cdb97a3cc049f6887ac3a666b6ecef
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071165B2

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