Isovincamine → Vincamine

HRID 1576656

반응식

HRID 1576656 반응식
[CH3:1][CH2:2][C:3]12[CH2:21][C:20]([OH:26])([C:22]([O:24][CH3:25])=[O:23])[N:19]3[C:9]4=[C:10]([C:13]5[C:18]3=[CH:17][CH:16]=[CH:15][CH:14]=5)[CH2:11][CH2:12][N:7]([CH:8]14)[CH2:6][CH2:5][CH2:4]2.[OH-].C([N+](CCCC)(CCCC)CCCC)CCC>CO>[CH3:1][CH2:2][C@:3]12[CH2:21][C@:20]([OH:26])([C:22]([O:24][CH3:25])=[O:23])[N:19]3[C:9]4=[C:10]([CH2:11][CH2:12][N:7]([C@@H:8]14)[CH2:6][CH2:5][CH2:4]2)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=13

참가 물질

4

반응물 2

HCID 5668Isovincamine2회HCID 2723671Tetrabutylammonium Hydroxide

생성물 1

HCID 15376Vincamine수율 36%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

If the isomerisation of 16-epivincamine described in Example 4 is repeated but using 177 mg. (0.5 millimole) of 16-epivincamine in 20 ml. of methanol and 130 mg. (0.2 millimole) of a 40% aqueous solution of tetrabutylammonium hydroxide (formula (I)b), and the mixture is allowed to stand for 5 hours at 25°C. 64 mg. of vincamine are obtained (yield 36%).

출처 및 근거

ORD 기록
ord-9012b34a41504efb94d4b4cd7605aaec
출처 데이터셋
uspto-grants-1976_09
특허 번호
US03982002

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