Triethylamine → (Tetrahydrofuran-3-yl)methyl methanesulfonate

HRID 1011051

Reaktionsgleichung

Reaktionsgleichung von HRID 1011051
[O:1]1[CH2:5][CH2:4][C@@H:3]([CH2:6][OH:7])[CH2:2]1.ClC1N=C2C(N=CN2CC2CCOCC2)=C(Cl)N=1.C(N(CC)CC)C.[CH3:33][S:34](Cl)(=[O:36])=[O:35]>ClCCl>[CH3:33][S:34]([O:7][CH2:6][CH:3]1[CH2:4][CH2:5][O:1][CH2:2]1)(=[O:36])=[O:35]

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 40784875((3S)-oxolan-3-yl)methanolHCID 576997032,6-Dichloro-9-(tetrahydro-2H-pyran-4-ylmethyl)-9H-purine

Produkt 1

HCID 22273010(Tetrahydrofuran-3-yl)methyl methanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To (3S)-tetrahydro-3-furanylmethanol, Isomer 2 (1.4 g) in dry dichloromethane (40 ml) at 0° C. and under nitrogen, was added triethylamine (3.83 ml) followed by methanesulfonyl chloride (1.39 ml). The reaction was stirred at room temperature overnight. The orange solution was diluted with dichloromethane (50 ml) and washed with saturated aqueous sodium bicarbonate (20 ml). The organic layer was separated, dried through a hydrophobic frit and concentrated in vacuo to yield the title compound as an orange oil (2.6 g).

Aufarbeitung

  1. washwashed with saturated aqueous sodium bicarbonate (20 ml)
  2. customThe organic layer was separated
  3. customdried through a hydrophobic frit
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0def901c17794d9ea04c6a765e5289bd
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977344B2

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