Mercuric cyanide → 2-nitrophenyl 2,3,4-tri-O-acetyl-1,5-dithio-beta-D-xylopyranoside

HRID 6007

Reaktionsgleichung

Reaktionsgleichung von HRID 6007
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[SH:10])([O-:3])=[O:2].[Hg](C#N)C#N.[C:16]([O:19][C@@H:20]1[C@@H:25]([O:26][C:27](=[O:29])[CH3:28])[C@H:24]([O:30][C:31](=[O:33])[CH3:32])[CH2:23][S:22][C@@H:21]1Br)(=[O:18])[CH3:17]>>[C:16]([O:19][C@@H:20]1[C@@H:25]([O:26][C:27](=[O:29])[CH3:28])[C@H:24]([O:30][C:31](=[O:33])[CH3:32])[CH2:23][S:22][C@H:21]1[S:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])(=[O:18])[CH3:17]

Komponenten

4

Edukt 3

HCID 11591Mercuric cyanideHCID 21002o-NitrobenzenethiolHCID 109263142,3,4-tri-O-acetyl-5-thio-alpha-xylopyranosyl bromide

Produkt 1

HCID 147953472-nitrophenyl 2,3,4-tri-O-acetyl-1,5-dithio-beta-D-xylopyranosideAusbeute 48 %

Versuchsvorschrift

If the procedure described in Preparation I is followed starting from 6 g (38.7.10-3 mol) of 2-nitrobenzenethiol, 10.75 g (42.5.10-3 mol) of mercuric cyanide, Hg(CN)2, and 15.12 g (42.10-3 mol) of 2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl bromide, 8 g (yield: 48%) of the expected product are obtained.

Aufarbeitung

  1. customIf the procedure described in Preparation I

Quellen und Nachweise

ORD-Eintrag
ord-9c45a27a7f934ba4b93e4d1e32569393
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05246961

Verknüpfte Notizen

Wird geladen…