2-Bromo-N-methoxy-N-methylacetamide → (S)-tert-butyl 1-(tert-butyldimethylsilyloxy)-3-cyclopropylbut-3-en-2-yl(2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

HRID 627246Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 627246
[Si](OC[C@@H](N)C([CH:13]1[CH2:15][CH2:14]1)=C)(C(C)(C)C)(C)C.BrCC(N(OC)C)=O.[Si:25]([O:32][CH2:33][C@@H:34]([N:37]([CH2:45][C:46]([N:48]([O:50][CH3:51])[CH3:49])=[O:47])[C:38](=[O:44])[O:39][C:40]([CH3:43])([CH3:42])[CH3:41])[CH:35]=[CH2:36])([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26]>>[Si:25]([O:32][CH2:33][C@@H:34]([N:37]([CH2:45][C:46]([N:48]([O:50][CH3:51])[CH3:49])=[O:47])[C:38](=[O:44])[O:39][C:40]([CH3:41])([CH3:42])[CH3:43])[C:35]([CH:13]1[CH2:15][CH2:14]1)=[CH2:36])([C:28]([CH3:29])([CH3:30])[CH3:31])([CH3:26])[CH3:27]

Komponenten

4

Edukt 3

HCID 108669612-Bromo-N-methoxy-N-methylacetamide2×HCID 89851324(S)-1-(tert-butyldimethylsilyloxy)-3-cyclopropylbut-3-en-2-amine2×HCID 89855339(S)-tert-butyl 1-(tert-butyldimethylsilyloxy)but-3-en-2-yl(2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

Produkt 1

HCID 131735294(S)-tert-butyl 1-(tert-butyldimethylsilyloxy)-3-cyclopropylbut-3-en-2-yl(2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

Versuchsvorschrift

The title compound was prepared from (S)-1-(tert-butyldimethylsilyloxy)-3-cyclopropylbut-3-en-2-amine (Intermediate 234, 4.61 g, 19.09 mmol) and 2-bromo-N-methoxy-N-methylacetamide (Intermediate 4, 3.16 g, 17.36 mmol) following the procedure described for Intermediate 5. The desired product was obtained as a light yellow oil (4.94 g, 64%).

Quellen und Nachweise

ORD-Eintrag
ord-9a274327474b42d280e7e768f604f388
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309245B2

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