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Volumn 12, Issue 20, 2010, Pages 4674-4677

New hydrophobic vitamin B12 derivatives via ring-opening reactions of c-lactone

Author keywords

[No Author keywords available]

Indexed keywords

CYANOCOBALAMIN; DRUG DERIVATIVE; LACTONE; SPIRO COMPOUND;

EID: 77957828448     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol102008n     Document Type: Article
Times cited : (14)

References (36)
  • 1
    • 21844449665 scopus 로고    scopus 로고
    • Brown, K. L. Chem. Rev. 2005, 105, 2075-2150
    • (2005) Chem. Rev. , vol.105 , pp. 2075-2150
    • Brown, K.L.1
  • 23
  • 26
    • 77957826523 scopus 로고    scopus 로고
    • note
    • 4, filtered, and concentrated in vacuo. The crude product was then purified by DCVC, using the specified concentration of ethanol in DCM. The isolated pure product was then redissolved in DCM, treated with KCN, and allowed to stand for 5 - 10 min. The KCN was removed by filtration and the filtrate concentrated in vacuo. The mono-amide was then recrsytallized with ethyl acetate and hexane and dried in low vacuum, producing a purple crystalline product. Synthesis of diamides: Lactone (0.014 mmol) was dissolved in DCM (1 mL) followed by the addition of the primary amine (0.1 mL). The mixture was stirred at room temperature, under an argon atmosphere, for the specified time. The remaining workup follows the procedure of mono-amides.


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