Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1974-12-20
1976-05-25
Rollins, Alton D.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
424274, C07D49114
Patent
active
039593126
ABSTRACT:
The alkaloid deoxyharringtonine and its precursor 3'-O-(5-methyl-2-oxohexanoyl)-cephalotaxine were synthesized according to the following preferred series of reactions: Ethyl t-butyl oxalate + 1-lithio-3-methylbut-1-yne .fwdarw. t-butyl 5-methyl-2-oxohex-3-ynoate .fwdarw. t-butyl 5-methyl-2-oxohexanoate .sup.-trifluoroacetic acid 5-methyl-2-oxohexanoic acid .sup.(COCl).sbsp.2 5-methyl-2-oxohexanoyl chloride .sup.cephalotaxine 3'-O-(5-methyl-2-oxohexanoyl)-cephalotaxine .sup.lithio methyl acetate deoxyharringtonine.
REFERENCES:
patent: 3870727 (1975-03-01), Powell et al.
Mikolajczak Kenneth L.
Smith, Jr. Cecil R.
Berch Mark L.
Hensley Max D.
McConnell David G.
Rollins Alton D.
Silverstein M. Howard
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