(S)-4-(2-azido-ethyl)-2,2-dimethyl-[1,3]dioxolane → 2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethan-1-amine

HRID 909017Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 909017
[N:1]([CH2:4][CH2:5][C@H:6]1[CH2:10][O:9][C:8]([CH3:12])([CH3:11])[O:7]1)=[N+]=[N-]>C(OCC)(=O)C.O=[Pt]=O>[CH3:11][C:8]1([CH3:12])[O:7][C@@H:6]([CH2:5][CH2:4][NH2:1])[CH2:10][O:9]1

Komponenten

4

Edukt 1

HCID 11457936(S)-4-(2-azido-ethyl)-2,2-dimethyl-[1,3]dioxolane

Produkt 1

HCID 282937772-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethan-1-amineAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A suspension of (S)-4-(2-azido-ethyl)-2,2-dimethyl-[1,3]dioxolane as a yellow oil (18.7 g, 0.11 mol) and PtO2 (2.5 g) in ethyl acetate (100 mL) was vigorously shaken in a Parr under atmosphere of H2 (50 psi) for 18 h. The mixture was filtered through a short pad of celite. The filtrate was concentrated to give 2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethylamine as a colorless oil (14 g, 88%).

Aufarbeitung

  1. filtrationThe mixture was filtered through a short pad of celite
  2. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-09430df2682e4d839ec868872fd8b91b
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08017607B2

Notizen zur Reaktion

Wird geladen…