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Synthesis of carbon-14 labeled Taxol® (paclitaxel)

✍ Scribed by Donald G. Walker; John E. Swigor; Joydeep Kant; Daniel R. Schroeder

Book ID
102370392
Publisher
John Wiley and Sons
Year
1994
Tongue
French
Weight
343 KB
Volume
34
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Reductive cleavage of the C13 side chain of Taxol® (1, paclitaxel) followed by regioselective silylation gave 7‐triethylsilylbaccatin III (4). 3‐O‐Triethylsilylation of 5 and subsequent reaction with benzoyl chloride‐__C__7‐^14^C gave azetidinone 7. Coupling of 4 and 7 followed by deprotection gave 1.26 g of Taxol®‐__N__3′‐^14^C (11) having a specific activity of 26.5 mCi/mmol and a radiochemical purity of 95%.

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