(S)-1-(3,4-Difluorophenyl)ethanamine → 9-{2-[(S)-1-(3,4-Difluoro-phenyl)-ethylamino]-ethyl}-3,3-dimethyl-1,5-dioxa-spiro[5.5]undecan-9-ol

HRID 1615162

Reaktionsgleichung

Reaktionsgleichung von HRID 1615162
[OH:1][C:2]1([CH2:15][CH:16]=O)[CH2:14][CH2:13][C:5]2([O:10][CH2:9][C:8]([CH3:12])([CH3:11])[CH2:7][O:6]2)[CH2:4][CH2:3]1.[F:18][C:19]1[CH:20]=[C:21]([C@@H:26]([NH2:28])[CH3:27])[CH:22]=[CH:23][C:24]=1[F:25]>>[F:18][C:19]1[CH:20]=[C:21]([C@@H:26]([NH:28][CH2:16][CH2:15][C:2]2([OH:1])[CH2:3][CH2:4][C:5]3([O:10][CH2:9][C:8]([CH3:12])([CH3:11])[CH2:7][O:6]3)[CH2:13][CH2:14]2)[CH3:27])[CH:22]=[CH:23][C:24]=1[F:25]

Komponenten

3

Edukt 2

HCID 7016601(S)-1-(3,4-Difluorophenyl)ethanamineHCID 86668369(9-Hydroxy-3,3-dimethyl-1,5-dioxa-spiro[5.5]undec-9-yl)-acetaldehyde

Produkt 1

HCID 679963469-{2-[(S)-1-(3,4-Difluoro-phenyl)-ethylamino]-ethyl}-3,3-dimethyl-1,5-dioxa-spiro[5.5]undecan-9-olAusbeute 54 %

Versuchsvorschrift

The title compound is prepared from (9-hydroxy-3,3-dimethyl-1,5-dioxa-spiro[5.5]undec-9-yl)-acetaldehyde and (S)-1-(3,4-difluoro-phenyl)-ethylamine following a procedure analogous to that described in Step 3 of Intermediate 2. Yield: 54% of theory; LC (method 5): tR=1.00 min; Mass spectrum (ESI+): m/z=384 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-92ea6f01d08c4452b87939a77e7e051e
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08765744B2

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