BOC-IMINODIACETIC ACID

White crystalline

A mixture of iminodiacetic acid (5.1 g, 38.3 mmol) and sodium hydrogen carbonate (NaHCO3, 12.9 g, 153 mmol) were dissolved in 50 mL of water. Once the bubbling subsided, 50 mL of THF was added followed by 10.0 g (46.0 mmol) of BOC2O. The mixture was stirred at ambient temperature for 2 days when starting materials were completely consumed as detected by ESI. The reaction was worked up by removing THF and washing the aqueous layer with Et2O twice. The pH of the aqueous layer was then adjusted to 1 using conc. HCl. The product was extracted with EtOAc and solvent removed in vacuo to provide the product as a white solid. The product was purified by crystallization from EtOAc to give 8.04 g (90percent) of clear crystals of 27. ES MS [M-H]-232. 1.A mixture of iminodiacetic acid (5.1 g, 38.3 mmol) and sodium hydrogen carbonate (NaHC03, 12.9 g, 153 mmol) were dissolved in 50 mL of water. Once the bubbling subsided, 50 mL of THF was added followed by 10.0 g (46.0 mmol) of BOC20. The mixture was stirred at ambient temperature for 2 days when starting materials were completely consumed as detected by ESI. The reaction was worked up by removing THF and washing the aqueous layer with Et2O twice. The pH of the aqueous layer was then adjusted to 1 using conc. HCI. The product was extracted with EtOAc and solvent removed in vacuo to provide the product as a white solid. The product was purified by crystallization from EtOAc to give 8.04 g (90percent) of clear crystals of 27. ES MS [M-H]- 232.1.To a stirred solution of iminodiacetic acid (2 g, 15 mmol) in a dioxane/HIminodiacetic acid (13.3g, lOOmmol), dioxane (200mfc), and NaOH (8g, 200mmol) dissolved in 200mNo. of water were added into a 1 .pound.fiask, and stirred until the mixture formed a uniform solution. Di-t-butyldicarbonate (25 va.1, HOmmol) was added into the solution, which was stirred for 72h at room temperature. Then, the reaction mixture was washed with ether (2

Building block for preparing chemical libraries

Molecular Weight:233.22
XLogP3:0.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:6
Exact Mass:233.08993720
Monoisotopic Mass:233.08993720
Topological Polar Surface Area:104
Heavy Atom Count:16
Complexity:277
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes