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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 216903Erstellt: 25. Oktober 2026

Diisopropylethylamine → (S)-tert-Butyl 4-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate

https://huagongshe.com/reaction/216903

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt(S)-2-Amino-3-(4-iodophenyl)propanamideHCID 447705—
Edukt4-(Boc-amino)tetrahydropyran-4-carboxylic acidHCID 1268219—
EduktO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
LösungsmittelDimethylformamideHCID 6228—
Produkt(S)-tert-Butyl 4-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamateHCID 59568595118,4%

Reaktionsschritte

4-(tert-Butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxylic acid (0.801 g), (S)-2-amino-3-(4-iodophenyl)propanamide (Example 1, step (ii), 0.947 g) and N-ethyl-N-isopropylpropan-2-amine (1.422 mL) were dissolved in DMF (10 mL) and to the solution was added TBTU (1.573 g). The reaction mixture was stirred, at room temperature, for 2 days. The reaction mixture was evaporated to dryness dissolved in dichloromethane (20 mL) and evaporated onto silica. The silica was put on the top of a silica column and eluted with 20% ethyl acetate in isohexane then 50% ethyl acetate in isohexane then 100% ethyl acetate followed by 10% then 20% methanol in ethyl acetate to afford the sub-titled compound (2.00 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08193239B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-2a58ec582cf8408c99d8e821d2fca994
Quellennotizuspto-grants-2012_06