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D-Serine methyl ester hydrochloride

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Name

D-Serine methyl ester hydrochloride

EINECS 611-745-1
CAS No. 5874-57-7 Density 1.62 g/cm3
PSA 72.55000 LogP -0.01870
Solubility N/A Melting Point 163-166 °C(lit.)
Formula C4H10ClNO3 Boiling Point 234.7 °C at 760 mmHg
Molecular Weight 155.581 Flash Point 95.8 °C
Transport Information N/A Appearance White Solid
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 5874-57-7 (D-Serine methyl ester hydrochloride) Hazard Symbols IrritantXi
Synonyms

D-Serine,methyl ester, hydrochloride (9CI);Serine, methyl ester, hydrochloride, D-(8CI);(R)-2-Amino-3-hydroxypropionic acid methyl ester hydrochloride;(R)-Methyl 2-amino-3-hydroxypropanoate hydrochloride;Methyl D-serinatehydrochloride;H-D-Ser-OMe·HCl;

Article Data 40

D-Serine methyl ester hydrochloride Synthetic route

67-56-1

methanol

312-84-5

D-Serine

5874-57-7

R-(-)-serine methyl ester hydrochloride

Conditions
ConditionsYield
With acetyl chloride for 2.5h; Heating;100%
Stage #1: methanol; D-Serine With acetyl chloride at 0℃;
Stage #2: In methanol for 3h; Heating;
100%
With hydrogenchloride In water at 55℃;100%
67-56-1

methanol

312-84-5

D-Serine

75-36-5

acetyl chloride

5874-57-7

R-(-)-serine methyl ester hydrochloride

Conditions
ConditionsYield
Stage #1: methanol; acetyl chloride for 0.0833333h; Cooling with ice;
Stage #2: D-Serine for 2h; Reflux;
97%
312-84-5

D-Serine

75-36-5

acetyl chloride

5874-57-7

R-(-)-serine methyl ester hydrochloride

Conditions
ConditionsYield
In methanol for 15.5h; Reflux;91%
5874-57-7

R-(-)-serine methyl ester hydrochloride

501-53-1

benzyl chloroformate

93204-36-5

(R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoate

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; ethyl acetate at 20℃; Cooling with ice;100%
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 12h;91%
With sodium hydrogencarbonate80%
24424-99-5

di-tert-butyl dicarbonate

5874-57-7

R-(-)-serine methyl ester hydrochloride

95715-85-8

2-(tert-butoxycarbonylamino)-3-hydroxypropionic acid methyl ester

Conditions
ConditionsYield
Stage #1: R-(-)-serine methyl ester hydrochloride With triethylamine In dichloromethane for 0.5h; Cooling with ice;
Stage #2: di-tert-butyl dicarbonate In dichloromethane at 20℃; for 16.5h; Cooling with ice;
100%
With triethylamine In tetrahydrofuran at 0 - 140℃; for 0.333333h; Inert atmosphere; Microwave irradiation;99%
With triethylamine In tetrahydrofuran at 0 - 50℃; for 17h; Inert atmosphere;97%
32315-10-9

bis(trichloromethyl) carbonate

5874-57-7

R-(-)-serine methyl ester hydrochloride

144542-43-8

(R)-2-oxo-oxazolidine-4-carboxylic acid methyl ester

Conditions
ConditionsYield
In tetrahydrofuran for 4h; Heating;100%
In tetrahydrofuran for 4h; Reflux; Inert atmosphere;98%
In tetrahydrofuran at 0 - 80℃; for 2h;75%
76-83-5

trityl chloride

5874-57-7

R-(-)-serine methyl ester hydrochloride

116457-91-1

(2R)-3-hydroxy-2-(tritylamino)propanoic acid methyl ester

Conditions
ConditionsYield
With triethylamine In chloroform at 0℃; for 1h;99%
With triethylamine In 1,2-dichloro-ethane at 50℃; for 12h;97%
With triethylamine In dichloromethane at 0 - 25℃; for 16h;95%
5874-57-7

R-(-)-serine methyl ester hydrochloride

100-52-7

benzaldehyde

123639-56-5, 131110-76-4, 144001-42-3

methyl (2R)-2-(benzylamino)-3-hydroxypropanoate

Conditions
ConditionsYield
Stage #1: R-(-)-serine methyl ester hydrochloride; benzaldehyde With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 24h;
Stage #2: With sodium tetrahydroborate In methanol at 0℃; for 3h; Further stages.;
99%
Stage #1: R-(-)-serine methyl ester hydrochloride With triethylamine In methanol at 0℃; for 0.25h; Inert atmosphere;
Stage #2: benzaldehyde In methanol at 20℃; for 2h; Inert atmosphere;
Stage #3: With sodium tetrahydroborate In methanol at 0℃; Inert atmosphere;
99%
Stage #1: R-(-)-serine methyl ester hydrochloride; benzaldehyde With triethylamine
Stage #2: With sodium tetrahydroborate
79%
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

5874-57-7

R-(-)-serine methyl ester hydrochloride

874817-14-8

2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxypropionic acid methyl ester

Conditions
ConditionsYield
With sodium hydrogencarbonate In 1,4-dioxane; water cooling;99%
With sodium hydrogencarbonate In 1,4-dioxane; water at 0 - 20℃; for 4.33333h;95%
5874-57-7

R-(-)-serine methyl ester hydrochloride

5659-93-8

2,2-Dimethylmalonyl chloride

N,N'-bis[(1R)-(1-methoxycarbonyl)-2-hydroxyethyl]-2,2-propanedicarboxamide

Conditions
ConditionsYield
With triethylamine In chloroform at 0 - 20℃; Inert atmosphere;99%

D-Serine methyl ester hydrochloride Chemical Properties

Molecular Structure of D-Serine methyl ester hydrochloride (CAS NO.5874-57-7):

The Molecular formula of D-Serine methyl ester hydrochloride (CAS NO.5874-57-7): C4H10ClNO3
The Molecular Weight of D-Serine methyl ester hydrochloride (CAS NO.5874-57-7): 155.58
IUPAC Name: (E)-2-cyano-3-(1-phenyl-3-thiophen-2-ylpyrazol-4-yl)prop-2-enamide 
H bond acceptors: 4
H bond donors: 3
Freely Rotating Bonds: 5
Polar Surface Area: 38.77Å2
Melting point: 163-166 °C(lit.)
Boiling Point: 234.7 °C at 760 mmHg
Flash Point: 95.8 °C
Enthalpy of Vaporization: 54.8 kJ/mol
Vapour Pressure: 0.00953 mmHg at 25°C
Appearance: White Solid
Storage temp: -15°C
Product Categories: Amino Acids series; Amino Acids; Amino Acids and Derivatives; All Aliphatics; Amino hydrochloride; Aliphatics; Amino Acids & Derivatives; Amino Acid Derivatives; Peptide Synthesis; Serine

D-Serine methyl ester hydrochloride Safety Profile

The Hazard Codes of D-Serine methyl ester hydrochloride (CAS NO.5874-57-7):  Xi
The Risk Statements information of D-Serine methyl ester hydrochloride (CAS NO.5874-57-7):
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of D-Serine methyl ester hydrochloride (CAS NO.5874-57-7):
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
WGK Germany: 3

D-Serine methyl ester hydrochloride Specification

  D-Serine methyl ester hydrochloride , with CAS number of 5874-57-7, can be called (R)-2-Amino-3-hydroxypropionic acid methyl ester hydrochloride ; (R)-Methyl 2-amino-3-hydroxypropanoate hydrochloride ; Methyl D-serinatehydrochloride ; DL-Serine, methyl ester, hydrochloride ; L-Serine, methyl ester, hydrochloride ; L-serine, methyl ester, hydrochloride (1:1) ; Methyl L-serinate hydrochloride (1:1) . It is a white solid.

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