Methanol → (2S)-(-)-1-(4-indolyloxy)-3-(4-(2,6-dimethylphenyl)piperazin-1-yl)-2-propanol ethanedioate

HRID 977306

반응식

HRID 977306 반응식
[O:1]1[CH2:3][C@H:2]1[CH2:4][O:5][C:6]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:7]=1[CH:8]=[CH:9][NH:10]2.[CH3:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[C:17]=1[N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.[C:29]([OH:34])(=[O:33])[C:30]([OH:32])=[O:31].CO>C(OCC)(=O)C>[C:29]([OH:34])(=[O:33])[C:30]([OH:32])=[O:31].[NH:10]1[C:11]2[C:7](=[C:6]([O:5][CH2:4][C@@H:2]([OH:1])[CH2:3][N:26]3[CH2:27][CH2:28][N:23]([C:17]4[C:18]([CH3:22])=[CH:19][CH:20]=[CH:21][C:16]=4[CH3:15])[CH2:24][CH2:25]3)[CH:14]=[CH:13][CH:12]=2)[CH:8]=[CH:9]1

참가 물질

6

반응물 4

HCID 887MethanolHCID 971Oxalic AcidHCID 705381-(2,6-Xylyl)piperazineHCID 10943254(2s)-Glycidyl indol-4-yl ether

생성물 1

HCID 131719666(2S)-(-)-1-(4-indolyloxy)-3-(4-(2,6-dimethylphenyl)piperazin-1-yl)-2-propanol ethanedioate

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

The title compound was prepared in similar fashion from (S)-(+)-4-(oxiranylmethoxy)-1H-indole and 1-(2,6-dimethylphenyl)piperazine. The resulting free base was dissolved in ethyl acetate, and precipitated with one equivalent of oxalic acid in ethyl acetate in 50% overall yield. FDMS m/e=379 (M+ of free base). α[D]589 =-11.89 (c=0.47, methanol).

출처 및 근거

ORD 기록
ord-e4c92cf2c9c849cca3863c3c73ec9dc8
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05614523

연결된 노트

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