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. 2010 Dec 23;5(12):e15367. doi: 10.1371/journal.pone.0015367

Figure 2. Synthesis of [D2]-hmC and the putative intermediates fC, caC, and hmU.

Figure 2

a) CO, PPh3, Pd2(dba)3·CHCl3, Bu3SnH, 97%, with Bu3SnD 49%, b) HF pyridine, 75%, c) NaBD4, CeCl3·7H2O, 21%, d) TBAF, 51%, e) CO, TMS-Et-OH, DIPEA, Pd2Cl2(MeCN)2, 52%, f) TBAF, 69%, g) Reference [11] h) HF·pyridine, 70%. All reactions could also be carried out in a protective group free manner but resulted in reduced yields and tedious workups (see Figure S2 for details).