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Synthesis 1987; 1987(10): 879-883
DOI: 10.1055/s-1987-28109
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Synthesis of S-Formycinyl-L-homocysteine and Its 3′-Deoxy Derivative

Paweł Serafinowski*
  • *Drug Development Section, Cancer Research Campaign Laboratories, Institute of Cancer Research, Clifton Avenue, Satton, Surrey SM2 5PX, UK
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Publikationsdatum:
12. September 2002 (online)

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3′-Deoxyformycin was prepared by transformation of the formycin A with 2-acetoxyisobutyryl bromide. Both formycin A and its 3′-deoxy analogue were converted into their 5′-chloro-5′-deoxy derivatives with thionyl chloride. Finally 5′-chloro-5′-deoxy formycin A and 5′-chloro-3′,5′ dideoxyformycin A were condensed with L-homocysteine sodium salt to give S-formycinyl-L-homocysteine and S-3′-deoxyformycinyl-L-homocysteine in good yields.