Sodium Methoxide → HCID 15067863, compound

HRID 2373015

Reaction equation

HRID 2373015 reaction equation
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[O:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15](=[O:17])[CH3:16])=[CH:10][CH:9]=1)(=O)C.C[O-].[Na+]>CO>[O:7]([C:8]1[CH:9]=[CH:10][C:11]([NH:14][C:15](=[O:17])[CH3:16])=[CH:12][CH:13]=1)[C@@H:6]1[S:18][CH2:19][C@@H:20]([OH:26])[C@H:21]([OH:22])[C@H:5]1[OH:4]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 150678624-acetamidophenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside

Product 1

HCID 15067863HCID 15067863, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

If the procedure described in Preparation LXXXIV is followed starting from 1.2 g (2.8.10-3 mol) of 4-acetamidophenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside and 70 μl of a solution of sodium methylate in methanol (8% w/v of Na), reacted in 100 cm3 of methanol, 0.7 g (yield: 83%) of the expected product is obtained after purification by flash chromatography using a methylene chloride/methanol mixture (93/7 v/v) as the eluent.

Workup

  1. customIf the procedure described in Preparation LXXXIV

Sources & evidence

ORD record
ord-f074db355aab4ac8a3d2f1bb3bb1b8f3
Source dataset
uspto-grants-1992_03
Patent number
US05101048

Linked notes

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