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

HRID 254677Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 254677
[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), triethylamine, cyclobutylmethanamine hydrochloride (prepared from cyclobutanecarbonitrile as described in WO2005075464), potassium thiocyanate (Aldrich) and iodine (EMD chemicals) were processed using the method described in Example 91A to afford the title compound. MS (ESI+) m/z 267 (M+H)+

Quellen und Nachweise

ORD-Eintrag
ord-5920738ea4e24b7aad59752f8268b4db
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07875640B2

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