(alphaS)-alpha,2-Dimethylbenzenemethanamine → 3,3-Dimethyl-9-{2-[(S)-1-o-tolyl-ethylamino]-ethyl}-1,5-dioxa-spiro[5.5]undecan-9-ol

HRID 1615156Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1615156
[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.[C:18]1([CH3:27])[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[C@@H:24]([NH2:26])[CH3:25]>>[CH3:11][C:8]1([CH3:12])[CH2:7][O:6][C:5]2([CH2:4][CH2:3][C:2]([CH2:15][CH2:16][NH:26][C@H:24]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[CH3:27])[CH3:25])([OH:1])[CH2:14][CH2:13]2)[O:10][CH2:9]1

Komponenten

3

Edukt 2

HCID 197800(alphaS)-alpha,2-DimethylbenzenemethanamineHCID 86668369(9-Hydroxy-3,3-dimethyl-1,5-dioxa-spiro[5.5]undec-9-yl)-acetaldehyde

Produkt 1

HCID 679957183,3-Dimethyl-9-{2-[(S)-1-o-tolyl-ethylamino]-ethyl}-1,5-dioxa-spiro[5.5]undecan-9-olAusbeute 37 %

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-o-tolyl-ethylamine following a procedure analogous to that described in Step 3 of Intermediate 2. Yield: 37% of theory; LC (method 8): tR=1.16 min; Mass spectrum (ESI+): m/z=362 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-56ceefb98a4a437abcac69eb8449f3c2
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08765744B2

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