Iodine → (R)-3-((tetrahydrofuran-2-yl)methyl)-3,4,6,7-tetrahydro-2H-pyrano[3,4-d]thiazol-2-imine

HRID 78529

Reaktionsgleichung

Reaktionsgleichung von HRID 78529
[O:1]1[CH2:6][CH2:5][CH2:4][C:3](=O)[CH2:2]1.[O:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][NH2:14].[S-:15][C:16]#[N:17].[K+].II>>[O:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][N:14]1[C:3]2[CH2:2][O:1][CH2:6][CH2:5][C:4]=2[S:15][C:16]1=[NH:17]

Komponenten

5

Edukt 4

HCID 807IodineHCID 901092H-Pyran-3(4H)-one, dihydro-HCID 516872Potassium thiocyanateHCID 2734124(R)-(-)-Tetrahydrofurfurylamine

Produkt 1

HCID 68622205(R)-3-((tetrahydrofuran-2-yl)methyl)-3,4,6,7-tetrahydro-2H-pyrano[3,4-d]thiazol-2-imine

Versuchsvorschrift

Commercially available dihydro-2H-pyran-3(4H)-one (Small Molecules Inc), (R)-(tetrahydrofuran-2-yl)methanamine (Aldrich), potassium thiocyanate (Aldrich) and iodine (Aldrich) were processed using the method described in Example 315A to afford the title compound. LCMS (ESI+) m/z 241 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-69eff5169c93463e927402e2406d5bf8
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841334B2

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