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

HRID 6011

Reaktionsgleichung

Reaktionsgleichung von HRID 6011
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([SH:13])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[Hg](C#N)C#N.[C:19]([O:22][C@@H:23]1[C@@H:28]([O:29][C:30](=[O:32])[CH3:31])[C@H:27]([O:33][C:34](=[O:36])[CH3:35])[CH2:26][S:25][C@@H:24]1Br)(=[O:21])[CH3:20]>>[C:19]([O:22][C@@H:23]1[C@@H:28]([O:29][C:30](=[O:32])[CH3:31])[C@H:27]([O:33][C:34](=[O:36])[CH3:35])[CH2:26][S:25][C@H:24]1[S:13][C:5]1[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=1)(=[O:21])[CH3:20]

Komponenten

4

Edukt 3

HCID 11591Mercuric cyanide2×HCID 109263142,3,4-tri-O-acetyl-5-thio-alpha-xylopyranosyl bromideHCID 151982403,4,5-Trimethoxybenzenethiol

Produkt 1

HCID 147953513,4,5-trimethoxyphenyl 2,3,4-tri-O-acetyl-1,5-dithio-beta-D-xylopyranosideAusbeute 28 %

Versuchsvorschrift

If the procedure described in Preparation I is followed starting from 11.35 g (57.10-3 mol) of 3,4,5-trimethoxybenzenethiol, 14.32 g (57.10-3 mol) of mercuric cyanide, Hg(CN)2, and 22.15 g (62.10-3 mol) of 2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl bromide, 7.52 g (yield: 28%) of the expected product are obtained.

Aufarbeitung

  1. customIf the procedure described in Preparation I

Quellen und Nachweise

ORD-Eintrag
ord-a168521407ce43298f3e0fd66fa637a9
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05246961

Verknüpfte Notizen

Wird geladen…