Cyclopentane-1,3-diol → HCID 68576199, compound

Participants

Reaction Steps

A solution of HCl-dioxane (1 mL, 4.0 M) and 78a (35 mg, 0.064 mmol) was stirred at RT for 90 min. The solvent was removed, and the residue was dried in vacuo. Cyclopentane-1,3-diol (cis/trans, 9 μL, 0.096 mmol) was added to a solution of N,N′-disuccimidylcarbonate (30 mg, 0.12 mmol) and TEA (44 μL, 0.32 mmol) in MeCN (0.47 mL) and the solution was stirred for 4 h. A solution of the above residue from the Boc deprotection in MeCN was added and the reaction mixture was stirred for 3 h. The solvent was evaporated and the crude product was purified on a preparative TLC plate developed with a mixture of 45% DCM and 55% of DCM/MeOH/NH4OH (60/10/1) to afford 0.011 g (30%) of V-6.

Provenance & Evidence