Acetic Anhydride → HCID 15051722, compound

HRID 236582Notes

Reaction equation

HRID 236582 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-4a8d3a46f8ed404ea6cd8c667b84ac3a
Source dataset
uspto-grants-1987_02
Patent number
US04645765

Reaction notes

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