Acetic Anhydride → HCID 15051722, compound

HRID 1723365Notes

Reaction equation

HRID 1723365 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]2[C:13](=[C:14]([OH:16])[CH:15]=1)[C:12](=[CH2:17])[C:11]1([OH:19])[O:18][N:6]2[CH2:7][CH:8]2[CH:10]1[NH:9]2.C(O[C:24](=[O:26])[CH3:25])(=O)C>N1C=CC=CC=1>[C:2]([O:16][C:14]1[CH:15]=[C:3]([CH2:2][O:1][C:24](=[O:26])[CH3:25])[CH:4]=[C:5]2[C:13]=1[C:12](=[CH2:17])[C:11]1([OH:19])[O:18][N:6]2[CH2:7][CH:8]2[CH:10]1[N:9]2[C:14](=[O:16])[CH3:13])(=[O:1])[CH3:3]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 15051729HCID 15051729, compound

Product 1

HCID 15051722HCID 15051722, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-Hydroxymethyl-8-methylene-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12 ]tetradeca-2,4,6-triene-6,9-diol (10 mg) was dissolved in pyridine (1 ml). To this solution was added acetic anhydride (100 μl), and the mixture was allowed to stand at room temperature overnight. The reaction mixture was evaporated to dryness in vacuo and the residual oil was subjected to preparative thin layer chromatography, which was developed with a mixture of methanol and chloroform (5:95, v/v) to give 4-acetoxymethyl-11-acetyl-9-hydroxy-8-methylene-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12 ]tetradeca-2,4,6-trien-6-yl acetate (6 mg).

Workup

  1. customThe reaction mixture was evaporated to dryness in vacuo
  2. additionwas developed with a mixture of methanol and chloroform (5:95

Sources & evidence

ORD record
ord-a853aae0243d47d19a2fd6e2e7fde239
Source dataset
uspto-grants-1989_08
Patent number
US04861774

Reaction notes

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