Methanol → (2R,4S)-methyl 4-hydroxypyrrolidine-2-carboxylate

HRID 1695110Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1695110
S(Cl)(Cl)=O.[NH:5]1[CH2:13][C@@H:11]([OH:12])[CH2:10][C@@H:6]1[C:7]([OH:9])=[O:8].[CH3:14]O>>[OH:12][C@@H:11]1[CH2:13][NH:5][C@@H:6]([C:7]([O:9][CH3:14])=[O:8])[CH2:10]1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 440074(2R,4S)-4-hydroxypyrrolidine-2-carboxylic acid

Produkt 1

HCID 7021430(2R,4S)-methyl 4-hydroxypyrrolidine-2-carboxylate

Versuchsvorschrift

Thionyl chloride (0.83 ml, 11.4 mmol) is added dropwise into a suspension of H-D-Hyp-OH (1.0 g, 7.6 mmol) in methanol (25 ml) at 0° C. The mix is stirred at room temperature for 1 hr, then 65° C. for another 1 hr. Solvent is evaporated to dryness. Compound 18 is obtained as a white crystal and used for the next step.

Aufarbeitung

  1. wait65° C. for another 1 hr
  2. customSolvent is evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-f505b88a3c2b4336a8c232e04437f6e4
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163693B2

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