2,4-dicyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-beta-D-xylopyranoside → 2,4-dicyanophenyl 1,5-dithio-beta-D-xylopyranoside

HRID 6022

Reaktionsgleichung

Reaktionsgleichung von HRID 6022
C([O:4][C@@H:5]1[C@@H:21]([O:22]C(=O)C)[C@H:20]([O:26]C(=O)C)[CH2:19][S:18][C@H:6]1[S:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[CH:10][C:9]=1[C:16]#[N:17])(=O)C>C(Cl)Cl.CO>[S:7]([C:8]1[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[CH:10][C:9]=1[C:16]#[N:17])[C@@H:6]1[S:18][CH2:19][C@@H:20]([OH:26])[C@H:21]([OH:22])[C@H:5]1[OH:4]

Komponenten

3

Edukt 1

HCID 147953632,4-dicyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-beta-D-xylopyranoside

Produkt 1

HCID 147953952,4-dicyanophenyl 1,5-dithio-beta-D-xylopyranosideAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21226129Dichloromethane methanolLösungsmittel

Versuchsvorschrift

If the procedure described in Preparation V is followed, except that the reaction is carried out at 0° C., starting from 1.5 g (34.10-3 mol) of 2,4-dicyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-β-D-xylopyranoside (Example 16a), 0.71 g (yield: 67%) of the expected product is obtained after chromatography on silica using a CH2Cl2 /CH3OH mixture (8/1 v/v) as the eluent.

Aufarbeitung

  1. customIf the procedure described in Preparation V
  2. customis carried out at 0° C.

Quellen und Nachweise

ORD-Eintrag
ord-ec9df3c100e1422cae944464b64f6d15
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05246961

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