D-Serine, methyl ester, hydrochloride (1:1)
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D-Serine, methyl ester, hydrochloride (1:1)
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CAS No:
5874-57-7
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Formula:
C4H9NO3.ClH
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Chemical Name:
D-Serine, methyl ester, hydrochloride (1:1)
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Synonyms:
D-Serine,methyl ester,hydrochloride (1:1);Serine,methyl ester,hydrochloride,D-;D-Serine,methyl ester,hydrochloride;Methyl D-serinate hydrochloride;(R)-2-Amino-3-hydroxypropionic acid methyl ester hydrochloride;(R)-Methyl 2-amino-3-hydroxypropanoate hydrochloride;(2R)-3-Hydroxy-l-methoxy-l-oxopropan-2-aminium chloride
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CAS No:
D-Serine, methyl ester, hydrochloride (1:1) Basic Attributes
155.58
155.034927
1533716-785-6
29225000
Characteristics
72.6
-0.01870
Clear colorless to yellow Liquid
1.62g/cm3
152-157 °C
313.8°C at 760 mmHg
95.8ºC
1.693
soluble in ethanol and methanol.
-15°C
-4 º (c=4 in ethanol)
D-Serine, methyl ester, hydrochloride (1:1) Use and Manufacturing
4.2.1.1 Dichlorosulfoxide (18.68 g, 157.00 mmol) was slowly added dropwise to anhydrous salt-cooled anhydrous CH10 g of D-serine and 40 ml of methanol were placed in a reaction flask, 10 ml of thionyl chloride was added dropwise at 5±2 ° C, and reacted at room temperature for 4 hours. After the reaction was completed, it was concentrated to dryness.The crude cycloserine ester hydrochloride salt was 14.00 g.General procedure: Acetyl chloride (1.6 mL, 22 mmol) was added to MeOH (100 mL), and the solution was cooled to 0°C. The solution was stirred for 5 min. Amino acid (L-serine, D-serine, L-cysteine, D-cysteine, L-2, 3-diaminopropionic acid, and D-2, 3-diaminopropionic acid) (20 mmol) was then added to the acetyl chloride solution in methanol (MeOH), and the solution was heated to reflux for 2 h, then cooled to room temperature.The reaction was evaporated under reduced pressure and gavea colorless solid. The solid was washed with CH2Cl2 (20 mL)to give amino acid methyl ester hydrochloride (2d–f, 2d–f)as a white solid. The yields of 2d, d, e, e, f and f were 95percent, 96percent, 94percent, 96percent, 95percent, 95percent, respectively.Dissolve 105.09g D-serine in 1.5L dry methanol and cool down to -50°C.With nitrogen protection, 178.46 g of thionyl chloride was added dropwise, and after completion of the addition, the reaction was allowed to warm to room temperature and stirred for 2 hours.Then continue to heat up to reflux, stirring and refluxing overnight, after the reaction is complete, the solvent is evaporated under reduced pressure, Ethyl acetate was washed by washing with suction to obtain 219 g of white solid D-serine methyl ester hydrochloride in 93percent yield.To a stirred solution of D-serine (10 g, 95.23 mmol) in MeOH (100 mL) under an argon atmosphere was added thionylchloride (56.65 g, 476.19 mmol) at 0 Synthesis of methyl D-serinate hydrochloride Example-1 Acetyl chloride (4.06 mL, 57.14 mmol) was added to MeOH (100 mL) cooled in ice. The solution was stirred for 5 min. d-Serine (2 g, 19.04 ml) was added in one portion to a solution of d-serine in MeOH, and the solution was heated to reflux. The mixture was stirred for 2 h at reflux and cooled to room temperature. The reaction was evaporated under reduced pressure and gave a colorless solid. The solid was filtered and washed with CH
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