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The C1-C8 tetrahydropyran and the C17-C24 dihdropyran segments of ambruticin were prepared from L-arabinose in 11 steps, 7.6% overall yield and from ( S )-ethyl lactate in 8 steps, 22.2% overall yield respectively.

Synthetic Studies of Ambruticin: Preparation of the C1-C8 Tetrahydropyran and the C17-C24 Dihydropyran Segments