Acetic Anhydride → 58845-59-3

HRID 1448529Notes

Reaction equation

HRID 1448529 reaction equation
[Cl:1][CH2:2][CH2:3][N:4]([N:17]=[O:18])[C:5]([NH:7][C@@H:8]1[O:16][CH2:15][C@@H:13]([OH:14])[C@H:11]([OH:12])[C@H:9]1[OH:10])=[O:6].C(O[C:23](=[O:25])[CH3:24])(=O)C>N1C=CC=CC=1>[Cl:1][CH2:2][CH2:3][N:4]([N:17]=[O:18])[C:5]([NH:7][C@@H:8]1[O:16][CH2:15][C@@H:13]([O:14][C:23](=[O:25])[CH3:24])[C@H:11]([O:12][C:11](=[O:12])[CH3:13])[C@H:9]1[O:10][C:9](=[O:10])[CH3:8])=[O:6]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 54408315HCID 54408315, compound

Product 1

HCID 10086258845-59-3Yield 29.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1-(2-chloroethyl)-1-nitroso-3-(β-D-xylopyranosyl) urea (99mg) was acetylated with acetic anhydride and pyridine in the same manner as that used in Example 1(b). Crystallization from a mixture of chloroform and n-propanol yielded the titled compound (42 mg). Yield 29.4%. mp. 124.5°-125° C. (with decomposition). [α]D17 -19.0° (c 0.9, chloroform).

Workup

  1. customCrystallization
  2. additionfrom a mixture of chloroform and n-propanol

Sources & evidence

ORD record
ord-6429b6a8f5494044915bb22160be0f37
Source dataset
uspto-grants-1979_12
Patent number
US04180655

Reaction notes

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