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. 2016 Mar 1;5(3):254–260. doi: 10.1002/open.201500203

Scheme 1.

Scheme 1

Synthesis of starting compounds (±)‐7, (±)‐8, and (±)‐9. Reagents and conditions: a) 1) water, HCl, glycolaldehyde dimer, 0 °C then 90 °C, 4 h, 2) NaOH, 87 % [(±)‐4], 51 % [(±)‐5], 91 % [(±)‐6]; b) 1,4 dioxane, water, NaOH, (Boc)2O, 0 °C for 1 h then rt for 24 h, 81 % [(±)‐7], 87 % [(±)‐8], 73 % [(±)‐9].