Sodium Methoxide → 3-cyanophenyl 5-thio-beta-D-xylopyranoside

HRID 6045

Reaktionsgleichung

Reaktionsgleichung von HRID 6045
C([O:4][C@@H:5]1[C@@H:19]([O:20]C(=O)C)[C@H:18]([O:24]C(=O)C)[CH2:17][S:16][C@H:6]1[O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]#[N:15])[CH:9]=1)(=O)C.C[O-].[Na+]>CO>[O:7]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]#[N:15])[CH:9]=1)[C@@H:6]1[S:16][CH2:17][C@@H:18]([OH:24])[C@H:19]([OH:20])[C@H:5]1[OH:4]

Komponenten

4

Edukt 2

HCID 10942334Sodium MethoxideHCID 150678563-cyanophenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside

Produkt 1

HCID 150678573-cyanophenyl 5-thio-beta-D-xylopyranosideAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

If the procedure described in Preparation LXXXIV is followed starting from 2.12 g (5.4.10-3 mol) of 3-cyanophenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside and 0.2 ml of a solution of sodium methylate in methanol (8% w/v of Na), reacted in 60 ml of methanol for 30 min, 1.22 g (yield: 85%) of the expected product are obtained after precipitation in ether and lyophilization.

Aufarbeitung

  1. customIf the procedure described in Preparation LXXXIV

Quellen und Nachweise

ORD-Eintrag
ord-d279cfea5adb4eb4852a26d5438186a3
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05246961

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