Iodine → 3-(cyclobutylmethyl)-4,4,6,6-tetramethyl-4,6-dihydrofuro[3,4-d]thiazol-2(3H)-imine

HRID 1028184Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1028184
[CH3:1][C:2]1([CH3:10])[C:6](=O)[CH2:5][C:4]([CH3:9])([CH3:8])[O:3]1.Cl.[CH:12]1([CH2:16][NH2:17])[CH2:15][CH2:14][CH2:13]1.[S-:18][C:19]#[N:20].[K+].II>C(N(CC)CC)C>[CH:12]1([CH2:16][N:17]2[C:5]3[C:4]([CH3:9])([CH3:8])[O:3][C:2]([CH3:10])([CH3:1])[C:6]=3[S:18][C:19]2=[NH:20])[CH2:15][CH2:14][CH2:13]1

Komponenten

6

Edukt 4

HCID 807IodineHCID 1385112,2,5,5-Tetramethyltetrahydro-3-ketofuranHCID 516872Potassium thiocyanateHCID 217079441-Cyclobutylmethanamine hydrochloride

Produkt 1

HCID 668521273-(cyclobutylmethyl)-4,4,6,6-tetramethyl-4,6-dihydrofuro[3,4-d]thiazol-2(3H)-imine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

Commercially available 2,2,5,5-tetramethyldihydrofuran-3(2H)-one (Aldrich), triethyl amine, cyclobutylmethanamine hydrochloride (prepared from cyclobutanecarbonitrile as described in WO 2005075464), potassium thiocyanate (Aldrich) and iodine (EMD chemicals) were processed using the method described in Example 17A to afford the title compound. MS (ESI+) m/z 267 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-cad6d81726db497ea6dcaace7af79e6c
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08735434B2

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