Acetic Anhydride → HCID 53985881, compound

HRID 2083781Notes

Reaction equation

HRID 2083781 reaction equation
[CH3:1][N:2]([N:15]=[O:16])[C:3]([NH:5][C@@H:6]1[O:14][CH2:13][C@@H:11]([OH:12])[C@H:9]([OH:10])[C@H:7]1[OH:8])=[O:4].C(O[C:21](=[O:23])[CH3:22])(=O)C>N1C=CC=CC=1>[CH3:1][N:2]([N:15]=[O:16])[C:3]([NH:5][C@@H:6]1[O:14][CH2:13][C@@H:11]([O:12][C:21](=[O:23])[CH3:22])[C@H:9]([O:10][C:9](=[O:10])[CH3:11])[C@H:7]1[O:8][C:7](=[O:8])[CH3:6])=[O:4]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 22809639HCID 22809639, compound

Product 1

HCID 53985881HCID 53985881, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1-methyl-1-nitroso-3-(β-D-xylopyranosyl)urea (110 mg) was dissolved in a mixture of pyridine (1 ml) and acetic anhydride (1 ml) and the resulting mixture was allowed to stand at room temperature for effecting the acetylation. The reaction mixture was then concentrated under a reduced pressure to give a crystalline residue which was then crystallized from ethanol, yielding the titled compound (147 mg). Yield 87.0%. mp. 127°-127.5° C (with decomposition). [α]D20 -25.4° (c 0.7, chloroform).

Workup

  1. customto stand at room temperature
  2. concentrationThe reaction mixture was then concentrated under a reduced pressure
  3. customto give a crystalline residue which
  4. customwas then crystallized from ethanol

Sources & evidence

ORD record
ord-7ad5ade742a84ee3a00992312191b5e7
Source dataset
uspto-grants-1978_04
Patent number
US04086415

Reaction notes

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