N-alpha-L-(Butoxycarbonyl)-2,3-diaminopropionic acid

White powder

500 g of Boc-D-serine mesylate was dissolved in 1 L of DMSO, 390 g of potassium phthalimide was added, 198 g of potassium hydroxide was added, and the mixture was stirred at 30 degrees for 12 hours. After the reaction was completed, the solution was filtered, and the filtrate was added to 200 g of 80%. Hydrazine hydrate, heated to 80 C for 6 hours, cooled to 0 C, added 4N hydrochloric acid to adjust the pH to 6-7, precipitate a large amount of white solid, suction filtration, filter cake collected and beat with 95% ethanol 0 degree for 2 hours It was suction filtered and dried to give a white solid (400 g).In a 50L reactor, 6.5 L of 50% aqueous methanol solution, 1.346 kg of N-alpha-Boc-D-alpha, beta-diaminopropionic acid were added, and the mixture was cooled to 0-5 C, and 332 g of lithium hydroxide monohydrate was added in portions. The pH was measured at about 8 and stirred for 40 minutes. 1.03 kg of potassium oxalate monomethyl salt was dissolved in 7715 mL of a 50% aqueous methanol solution, and added dropwise to the above reaction solution, maintaining 0-5 C during the process. After the completion of the dropwise addition, the temperature was raised to room temperature for 20 hours. After suction filtration, the filter cake was washed once with 2.5 L of a 50% aqueous methanol solution and 2.5 L of acetone, and dried to give a white solid. The solid was added to 5850 mL of water, and the temperature was lowered to below 10 C, and 2N hydrochloric acid was added dropwise.Adjust the pH to 2.1-2.2 and control the temperature to 0-10 C during the process. After the completion of the dropwise addition, stirring was carried out for 2-3 hours at room temperature, and stirring was continued for 4-6 hours at a temperature of 0-10. After suction filtration, the filter cake was added to ice water, stirred for 2 hours, and the filter cake was washed twice with 2.5 L of ice water, 2.5 L of methanol, 2.5 L of acetone, and thoroughly dried to obtain a white solid 930 g.The purity is 99.5%, and the external standard method is 99%.

Molecular Weight:204.22
XLogP3:-2.7
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:204.11100700
Monoisotopic Mass:204.11100700
Topological Polar Surface Area:102
Heavy Atom Count:14
Complexity:222
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes