Ammonia → (1S)-2-amino-1-[(4r)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol

HRID 132802Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 132802
[CH2:1](O)[C@@H:2]([OH:11])[C@H:3]1[O:8][C:6](=O)[C:5](O)=[C:4]1[OH:10].[NH3:13].[CH3:14]O>>[NH2:13][CH2:1][C@@H:2]([C@H:3]1[CH2:4][O:10][C:6]([CH3:5])([CH3:14])[O:8]1)[OH:11]

Komponenten

4

Edukt 3

HCID 222AmmoniaHCID 887Methanol2×HCID 54675810Erythorbic Acid

Produkt 1

HCID 59734745(1S)-2-amino-1-[(4r)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol

Versuchsvorschrift

Epoxide 22 was prepared (Y. L. Merrer et al., Tetrahed. Lett. 1988, 31, 1003; M. Pottie et al. 1991, 2, 329; A. H. Al-Hakim et al., Synthesis, 1985, 207) from inexpensive and enantiomerically pure D-isoascorbic acid. The epoxide was dissolved in a large excess of methanol and added to a large volume of a saturated solution of ammonia in methanol and allowed to stand for 24 hr. The solvent was evaporated to afford the aminoalcohol 23.

Aufarbeitung

  1. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-b3b638a5e35343ec8a409e8a6450f4bd
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07388118B2

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