Carbon tetrabromide → HCID 178463279, 화합물

HRID 1469159노트

반응식

HRID 1469159 반응식
[C:1]([O:5][C:6]([N:8]([CH3:33])[C@H:9]1[CH2:14][CH2:13][C@H:12]([N:15]([CH2:31][CH3:32])[C:16]2[C:17]([CH3:30])=[C:18]([CH:23]=[C:24]([C:26]#[C:27][CH2:28]O)[CH:25]=2)[C:19]([O:21][CH3:22])=[O:20])[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C(Br)(Br)(Br)[Br:54]>C(Cl)Cl>[Br:54][CH2:28][C:27]#[C:26][C:24]1[CH:25]=[C:16]([N:15]([C@H:12]2[CH2:13][CH2:14][C@H:9]([N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH3:33])[CH2:10][CH2:11]2)[CH2:31][CH3:32])[C:17]([CH3:30])=[C:18]([CH:23]=1)[C:19]([O:21][CH3:22])=[O:20]

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 178463301HCID 178463301, 화합물

생성물 1

HCID 178463279HCID 178463279, 화합물수율 38.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of methyl 3-(((trans)-4-((tert-butoxycarbonyl)(methyl)amino)cyclohexyl)(ethyl)amino)-5-(3-hydroxyprop-1-yn-1-yl)-2-methylbenzoate (1.2 g, 2.62 mmol) in DCM (15 mL), PPh3 (1.37 g, 5.22 mmol) and CBr4 (1.7 g, 5.10 mmol) were added at 0° C. and reaction was stirred for 4 h at room temperature. On completion, reaction was quenched with ice water and extracted with dichloromethane. The combined organic layers were washed with water, dried, concentrated under reduced pressure. The crude material was purified by column chromatography to afford the title compound (0.5 g, 38.5% yield).

후처리

  1. customreaction
  2. customOn completion, reaction
  3. customwas quenched with ice water
  4. extractionextracted with dichloromethane
  5. washThe combined organic layers were washed with water
  6. customdried
  7. concentrationconcentrated under reduced pressure
  8. customThe crude material was purified by column chromatography

출처 및 근거

ORD 기록
ord-48379360e0984c2aa58f1b8a4d1723c3
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006242B2

반응 노트

불러오는 중…