Acetic Anhydride → HCID 57308684, compound

HRID 1252421Notes

Reaction equation

HRID 1252421 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:19]=[O:20])[CH:5]=[C:6]2[C:14]=1[CH:13]([CH2:15][OH:16])[C:12]1([OH:18])[O:17][N:7]2[CH2:8][CH:9]2[CH:11]1[NH:10]2.C(O[C:25](=[O:27])[CH3:26])(=O)C>N1C=CC=CC=1>[C:2]([O:1][C:2]1[CH:3]=[C:4]([CH:19]=[O:20])[CH:5]=[C:6]2[C:14]=1[CH:13]([CH2:15][O:16][C:15](=[O:16])[CH3:13])[C:12]1([OH:18])[O:17][N:7]2[CH2:8][CH:9]2[CH:11]1[N:10]2[C:25](=[O:27])[CH3:26])(=[O:1])[CH3:14]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 15051730HCID 15051730, compound

Product 1

HCID 57308684HCID 57308684, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

6,9-Dihydroxy-8-hydroxymethyl-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12 ]tetradeca-2,4,6-triene-4-carbaldehyde (4 mg) was dissolved in pyridine (1 ml). To this solution was added acetic anhydride (50 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 yield 8-acetoxymethyl-11-acetyl-4-formyl-9-hydroxy-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12 ]tetradeca-2,4,6-trien-6-yl acetate (1.5 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-fe5a3a86935845b59518c87b9d493965
Source dataset
uspto-grants-1988_05
Patent number
US04743555

Reaction notes

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