L-Serinamide hydrochloride

white to off-white crystals or powder

Dissolve 3.5 g (0.0225 mol) of L-serine methyl ester hydrochloride in 100 mlIn ammonia water, the reaction was stirred for 48 h under room temperature. The reaction was stopped, ammonia was distilled off under reduced pressure, a small amount of diluted hydrochloric acid was added to dissolve the residue, and the residue was freeze-dried to obtain 2.8 g of L-serine hydrochloride as a pale yellow solid with a yield of 87.5percent.Compound 16-2 12-(4-(3 -(2-(trifl uoromcthy l )- 10//-phenothiazin- 10- yl)propyl)piperazin-l-yl)acetic acid] (400 mg, 0.51 mol), Et3N (505 mg, 5 mmol) and HATU (570 mg, 1.5 mol) were stirred in DMF for 5 min, and then (S)-2-amino-3- hydroxypropanamide HC1 (146 mg, 1 mmol) was added. The mixture was stirred at rt for 18 h. The mixture was then purified by the reverse phase column chromatography (Cl 8 spherical 20- 35 pm 100A 120 g; A = H20 (0.01 mol/L NH4HC03) and B = CH3CN; 5-95% B over 25 min) to get a white solid (70 mg, 29%). MT-034 NMR (400 MHz, . -DMSO) d ppm 7.66 (d, J= 8.0 Hz, 1H), 7.38-7.33 (m, 2H), 7.26-7.22 (m, 3H), 7.18-7.15 (m, 1H), 7.10-7.08 (m, 2H), 6.99 (t, J= 7.6 Hz, 1H), 4.93 (t, J= 5.6 Hz, 1H), 4.20-4.17 (m, 1H), 4.00 (t, J= 7.2 Hz, 2H), 3.64-3.60 (m, 1H), 3.55-3.52 (m, 1H), 2.87 (s, 2H), 2.46-2.27 (m, 9H), 1.78 (t, J= 6.4 Hz, 2H), 0.93 (t, J= 6.8 Hz, 1H); LC-MS: R, = 2.06 min; ESI m/z 538 [M+lf.4 (250 mg, 0.73 mmol) and 4 A molecular sieves (500 mg) were suspended in anhydrous iso propanol (7.5 mL). N, N-Diisopropylethylamine (379 pL, 2.17 mmol) and L-Ser-NH2 (181 mg, 1.29 mmol) were charged. The mixture was heated to reflux for 3 hours and cooled to ambient to afford a solution of 7/8 in iso-propanol. UPLC-MS: Method 1, UV - 220 nm. Purity (area% by UPLC): Isomer 7 - 43.69%, Isomer 8 - 9.04%. Selectivity (area% by UPLC): 5: 1 mixture of isomers 7 and 8. MS [M+H]+: Isomer 7 - 395.116 (79Br), Isomer 8 - 395.116 (79Br)Dissolve 3.5 g (0.0225 mol) of L-serine methyl ester hydrochloride in 100 mlIn ammonia water, the reaction was stirred for 48 h under room temperature. The reaction was stopped, ammonia was distilled off under reduced pressure, a small amount of diluted hydrochloric acid was added to dissolve the residue, and the residue was freeze-dried to obtain 2.8 g of L-serine hydrochloride as a pale yellow solid with a yield of 87.5%.1.54 g (0.011 mol) of 1.54 g (0.011 mol) of

Molecular Weight:140.57
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:140.0352552
Monoisotopic Mass:140.0352552
Topological Polar Surface Area:89.3
Heavy Atom Count:8
Complexity:73.3
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes