1-Chloro-2-butyne → (2S,3R,6S)4-(4-But-2-ynyloxy-benzenesulfonyl)-2,6-dimethyl-morpholine-3-carboxylic acid methyl ester

HRID 1935344

Reaktionsgleichung

Reaktionsgleichung von HRID 1935344
Cl[CH2:2][C:3]#[C:4][CH3:5].[CH3:6][O:7][C:8]([CH:10]1[CH:15]([CH3:16])[O:14][CH:13]([CH3:17])[CH2:12][N:11]1[S:18]([C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=1)(=[O:20])=[O:19])=[O:9]>>[CH3:6][O:7][C:8]([C@H:10]1[C@H:15]([CH3:16])[O:14][C@@H:13]([CH3:17])[CH2:12][N:11]1[S:18]([C:21]1[CH:22]=[CH:23][C:24]([O:27][CH2:2][C:3]#[C:4][CH3:5])=[CH:25][CH:26]=1)(=[O:20])=[O:19])=[O:9]

Komponenten

3

Edukt 2

HCID 5206421-Chloro-2-butyneHCID 187409804-(4-Hydroxy-benzenesulfonyl)-2,6-dimethyl-morpholine-3-carboxylic acid methyl ester

Produkt 1

HCID 12016685(2S,3R,6S)4-(4-But-2-ynyloxy-benzenesulfonyl)-2,6-dimethyl-morpholine-3-carboxylic acid methyl ester

Versuchsvorschrift

The title compound was prepared in a manner similar to Preparation 3 from 1-chloro-but-2-yne and 4-(4-Hydroxy-benzenesulfonyl)-2,6-dimethyl-morpholine-3-carboxylic acid methyl ester. 1HNMR (400 MHz, CDCl3): δ=7.66 (d, J=8.9 Hz, 2H), 6.98 (d, J=8.9 Hz, 2H), 4.65 (bs, 2H), 4.47 (q, J=6.4 Hz, 1H), 4.23 (s, 1H), 3.92 (m, 1H), 3.50 (s, 3H), 2.93 (dd, J=12.2 and 11.0 Hz, 1H), 1.79(t, J=2.3 Hz, 3H), 1.40 (d, J=6.6 Hz, 3H), 1.01(d, J=6.0, 3H). MS: Calculated for C18H23NO6S (M+H): 382.13. Found: 382.0.

Quellen und Nachweise

ORD-Eintrag
ord-6fccf084b59b4aa1816fb4e9ee01dfec
Quelldatensatz
uspto-grants-2002_05
Patentnummer
US06387901B1

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