홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Pyridine → (R)-3-(4-Benzyloxy-2,6-dichloro-benzyl)-1-(4-triisopropylsilanyloxy-piperidin-1-yl)-pyrrolidin-2-one

HRID 1692082
노트
인쇄 미리보기

반응식

HRID 1692082 반응식
[CH2:1]([O:8][C:9]1[CH:28]=[C:27]([Cl:29])[C:12]([CH2:13][C@@H:14]2[CH2:18][CH2:17][N:16]([N:19]3[CH2:24][CH2:23][CH:22]([OH:25])[CH2:21][CH2:20]3)[C:15]2=[O:26])=[C:11]([Cl:30])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.[CH:37]([Si:40](OS(C(F)(F)F)(=O)=O)([CH:44]([CH3:46])[CH3:45])[CH:41]([CH3:43])[CH3:42])([CH3:39])[CH3:38]>ClCCl>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([Cl:30])[C:12]([CH2:13][C@@H:14]2[CH2:18][CH2:17][N:16]([N:19]3[CH2:20][CH2:21][CH:22]([O:25][Si:40]([CH:44]([CH3:46])[CH3:45])([CH:41]([CH3:43])[CH3:42])[CH:37]([CH3:39])[CH3:38])[CH2:23][CH2:24]3)[C:15]2=[O:26])=[C:27]([Cl:29])[CH:28]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1049PyridineHCID 2724529Triisopropylsilyl trifluoromethanesulfonateHCID 57672050(R)-3-(4-benzyloxy-2,6-dichloro-benzyl)-1-(4-hydroxy-piperidin-1-yl)-pyrrolidin-2-one

생성물 1

HCID 66905072(R)-3-(4-Benzyloxy-2,6-dichloro-benzyl)-1-(4-triisopropylsilanyloxy-piperidin-1-yl)-pyrrolidin-2-one수율 72%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

실험 절차

Stir a mixture of (R)-3-(4-benzyloxy-2,6-dichloro-benzyl)-1-(4-hydroxy-piperidin-1-yl)-pyrrolidin-2-one (1.23 g, 2.75 mmol) and 15 mL of dichloromethane in an ice bath. Add pyridine (0.52 g, 6.6 mmol) followed by triisopropylsilyltrifluoromethane sulfonate (0.924 g, 3.02 mmol). Remove the cold bath and stir the reaction 12 hours at room temperature. Dilute the reaction with dichloromethane and wash with water. Dry the organic phase over sodium sulfate, filter, and concentrate. Purify the residue by silica gel chromatography by eluting with 4:1 hexanes:ethyl acetate to give 1.2 g (72%) of the title compound. MS (m/z): 605 (M+).

후처리

  1. customRemove the cold bath
  2. stirringstir
  3. customthe reaction 12 hours at room temperature
  4. additionDilute
  5. washwash with water
  6. dry with materialDry the organic phase over sodium sulfate
  7. filtrationfilter
  8. concentrationconcentrate
  9. customPurify the residue by silica gel chromatography
  10. washby eluting with 4:1 hexanes

출처 및 근거

ORD 기록
ord-887118b054bf4a80a4d0aafa9c5da3d9
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08153807B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트