Hydrochloric Acid → HCID 15051729, compound

HRID 1723371Notes

Reaction equation

HRID 1723371 reaction equation
C(=O)(O[CH2:4][CH:5]1[C:17]2([OH:19])[O:18][N:12]([CH2:13][CH:14]3[CH:16]2[NH:15]3)[C:11]2[C:6]1=[C:7]([OH:22])[CH:8]=[C:9]([CH:20]=[O:21])[CH:10]=2)N.Cl>[OH-].[Na+]>[OH:21][CH2:20][C:9]1[CH:10]=[C:11]2[C:6](=[C:7]([OH:22])[CH:8]=1)[C:5](=[CH2:4])[C:17]1([OH:19])[O:18][N:12]2[CH2:13][CH:14]2[CH:16]1[NH:15]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10448726(4-Formyl-6,9-dihydroxy-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12]tetradeca-2(7),3,5-trien-8-yl)methyl carbamate

Product 1

HCID 15051729HCID 15051729, compoundYield 25.7%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

4-Formyl-6,9-dihydroxy-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12 ]tetradeca-2,4,6-trien-8-ylmethyl carbamate (100 mg) was dissolved in 1N aqueous sodium hydroxide (10 ml), and the pale yellow solution was allowed to stand at room temperature for 72 hours. The reaction mixture was neutralized with 1N hydrochloric acid and then lyophilized. The residue was subjected to a silica gel column chromatography and elution was carried out with a mixture of methanol and chloroform (1:9, v/v). The desired fractions were combined and then evaporated to dryness in vacuo to give 4-hydroxymethyl-8-methylene-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12 ]tetradeca-2,4,6-triene-6,9-diol (21 mg).

Workup

  1. washThe residue was subjected to a silica gel column chromatography and elution
  2. additionwas carried out with a mixture of methanol and chloroform (1:9, v/v)
  3. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-a66dfc6b9d58465581e3f1ed9191a01d
Source dataset
uspto-grants-1989_08
Patent number
US04861774

Reaction notes

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