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

(1R,5S)-2beta-formyl-3beta-phenyltropane → (1R,5S)-2beta-n-Butyl-3beta-(p-tolyl)tropane

HRID 1700264
노트
인쇄 미리보기

반응식

HRID 1700264 반응식
[CH:1]([C@H:3]1[C@@H](C2C=CC=CC=2)C[C@H]2N(C)[C@@H:4]1CC2)=O.[CH:18]([C@H:20]1[C@@H:26]([C:27]2[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=2)[CH2:25][C@H:24]2[N:34]([CH3:35])[C@@H:21]1[CH2:22][CH2:23]2)=O.C([PH3+])C.C([PH3+])CC.[I-].C[N+]1C=CC(C2C=CC=CC=2)=C(O)C=1>C(Cl)Cl>[CH2:18]([C@H:20]1[C@@H:26]([C:27]2[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=2)[CH2:25][C@H:24]2[N:34]([CH3:35])[C@@H:21]1[CH2:22][CH2:23]2)[CH2:1][CH2:3][CH3:4]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 10398938(1R,5S)-2beta-formyl-3beta-phenyltropaneHCID 10610260(1R,5S)-2beta-formyl-3beta-(p-tolyl)tropaneHCID 106866181-Methyl-4-phenyl-3-hydroxypyridinium IodideHCID 18318019Ethyl phosphoniumHCID 18318024Propyl phosphonium

생성물 1

HCID 10564066(1R,5S)-2beta-n-Butyl-3beta-(p-tolyl)tropane

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Using a procedure similar to that described in Example 8, except replacing the compound 18 used therein with compound 19, and replacing the ethyl phosphonium salt with the corresponding propyl phosphonium salt, the title compound 23 was prepared as a colorless oil: [α]25D −76° (c 1.5, CH2Cl2); 1H NMR (CDCl3) δ0.74 (t, 3H, J=7.2 Hz), 0.70-0.90 (m, 2H), 1.12-1.30 (m, 3H), 1.39-1.68 (m, 5H), 1.96-2.20 (m, 3H), 2.24 (s, 3H), 2.31 (s, 3H), 3.03 (dt, 1H, J=5.1 and 13.2 Hz), 3.12-3.20 (m, 1H), 3.20-3.28 (m, 1H), 7.03 (d, 2H, J=8.1 Hz), 7.08 (d, 2H, J=8.1 Hz); 13C NMR (CDCl3) δ14.2, 21.0, 22.7, 24.8, 26.4, 26.7, 30.1, 33.8, 36.0, 42.1, 46.2, 62.1, 64.7, 127.7, 128.7, 135.0, 140.7; MS m/z (%) 271 (M+, 6), 242 (2), 214 (4), 96(40), 83 (100).

출처 및 근거

ORD 기록
ord-b2ea174af89c472195f4f9e141bdc6f2
출처 데이터셋
uspto-grants-2002_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06350758B1

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차출처 및 근거반응 노트