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Synthesis of acyclic furan containing building block 3. Reagents and conditions: (a) pTsCl (1.15 eq.), pyridine, 0°C, 2.5 h, 91%; (b) LiBr (5 eq.), DMF, 60°C, 1 h; (c) Furan (2 eq.), BuLi (1.8 eq.), THF,−78 to 0°C, 16 h, 62% over two steps; (d) 4 M HCl, THF, 3 h, 0°C, 89%; (e) DMTCl (1 eq.), pyridine, 0°C, 1.25 h, 66%; (f) (iPr2N)(NCCH2CH2O)PCl (2.5 eq.), DIPEA, CH2Cl2, 1.5 h, rt, 79%.
