Acetic Anhydride → HCID 86757715, compound

HRID 1250288Notes

Reaction equation

HRID 1250288 reaction equation
[C:1]([NH:4][C@H:5]1[C@H:15]([C@@H:16]([C@@H:18]([CH2:20][OH:21])[OH:19])[OH:17])[O:14][C@:8]([O:12][CH3:13])([C:9]([OH:11])=[O:10])[CH2:7][C@@H:6]1[OH:22])(=[O:3])[CH3:2].C(O[C:27](=[O:29])[CH3:28])(=O)C>N1C=CC=CC=1>[C:1]([NH:4][C@H:5]1[C@H:15]([C@@H:16]([C@@H:18]([CH2:20][O:21][C:15](=[O:14])[CH3:5])[O:19][C:9](=[O:10])[CH3:8])[O:17][C:1](=[O:3])[CH3:2])[O:14][C@:8]([O:12][CH3:13])([C:9]([OH:11])=[O:10])[CH2:7][C@@H:6]1[O:22][C:27](=[O:29])[CH3:28])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 14160669HCID 14160669, compound

Product 1

HCID 86757715HCID 86757715, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

After a mixture of methyl 5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosidonic acid [Chem. Ber., 99, 611 (1966)] (150 mg; 0.464 mmol), acetic anhydride (2.3 ml) and pyridine (2.3 ml) was stirred at room temperature for 7 h, the reaction solution was evaporated to dryness in vacuo. The residue was dissolved in chloroform, and treated with Amberist-15 (H type) to obtain the title compound (218 mg, 96%) as white powder.

Workup

  1. customthe reaction solution was evaporated to dryness in vacuo
  2. dissolutionThe residue was dissolved in chloroform
  3. additiontreated with Amberist-15 (H type)

Sources & evidence

ORD record
ord-2ffd1b10ffd6421db67f1fcb01d285b5
Source dataset
uspto-grants-2002_01
Patent number
US06337390B1

Reaction notes

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