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56-45-1

Basic Information
CAS No.: 56-45-1
Name: L-Serine
Molecular Structure:
Molecular Structure of 56-45-1 (L-Serine)
Formula: C3H7NO3
Molecular Weight: 105.09 .
Synonyms: (S)-alpha-Amino-beta-hydroxypropionic acid;Propanoic acid, 2-amino-3-hydroxy-, (S)-;(2S)-2-amino-3-hydroxypropanoic acid;L-2-Amino-3-hydroxypropionic acid;L-(-)-serine;beta-Hydroxyalanine;2-Amino-3-hydroxypropanoic acid, (S)-;alpha-Amino-beta-hydroxypropionic acid;
EINECS: 200-274-3
Density: 1.416 g/cm3
Melting Point: 222ºC
Boiling Point: 394.822 °C at 760 mmHg
Flash Point: 192.582 °C
Solubility: 250 g/L (20 ºC)
Appearance: White crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 24/25-36-26
Transport Information:
PSA: 83.55000
LogP: -0.90910
Synthetic route
4726-96-9

O-Benzyl-L-serine

56-45-1

L-serin

Conditions
ConditionsYield
With Nafion H; trifluoroacetic acid for 3h;100%
With Nafion H; dimethylsulfide; 3-methyl-phenol; trifluoroacetic acid for 3h; Product distribution; other deprotection agents;100%
With dimethylsulfide; trifluorormethanesulfonic acid; 30 (v/v); trifluoroacetic acid at 0℃; for 4h; Yield given;
23680-31-1

BOC-O-benzyl-L-serine

56-45-1

L-serin

Conditions
ConditionsYield
With dimethylsulfide; hydrogen fluoride at 0℃; for 2h; Product distribution; Var.: HF in anisole;100%
With hydrogen; sodium dodecyl-sulfate; Lindlar's catalyst In methanol; water under 3.4 Torr; Yield given;
1145-80-8

N-(benzyloxycarbonyl)-L-serine

56-45-1

L-serin

Conditions
ConditionsYield
With palladium/alumina; hydrogen at 70℃; neat (no solvent);100%
With hydrogen; hydroxyapatite-bound Pd In methanol at 40℃; for 3h;92%
With ethylenediaminetetraacetic acid; phenylmethylsulphonyl fluoride; water In aq. phosphate buffer at 30℃; Kinetics; Reagent/catalyst; Microbiological reaction; Enzymatic reaction;

C3H7NO3*H3N*ClH

56-45-1

L-serin

Conditions
ConditionsYield
With ruthenium nanoparticles dispersed in a polyvinylpyrrolidone matrix; amberlyst A-21 In methanol; dichloromethane99%
4218-63-7

N-(4-Methoxybenzyloxycarbonyl)-O-benzyl-L-serine

56-45-1

L-serin

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate; diphenyl sulfide In trifluoroacetic acid at 0℃; for 0.5h; Product distribution; New peptide deprotection procedure: hard-soft acid-base concept; the role of soft bases (thioanisole, dimethylsulfide, diphenylsulfide) employed; effect of var. hard bases; var. reaction cond.;97.8%
With methyl-phenyl-thioether; trimethyl(2,4,6-trimethylphenoxy)silane In trifluoroacetic acid at 22℃; for 1h;93.5%
111-26-2

hexan-1-amine

78641-68-6

(S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-3-hydroxy-propionic acid

A

56-45-1

L-serin

B

74197-48-1

1-hexyl-3,5-dinitro-4-pyridone

Conditions
ConditionsYield
In pyridine Product distribution;A 90.9%
B n/a
30406-21-4

N-carbamyl-DL-serine

56-45-1

L-serin

Conditions
ConditionsYield
With NH4Cl-NH4OH buffer pH 8.5; nickel dichloride at 60℃; for 24h; N-carbamyl-L-amino acid aminohydrolase;86%

C11H20BNO3

56-45-1

L-serin

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 20℃; for 0.5h; Inert atmosphere;85%

methyl (-)-(2S,1'S)-1-(1-phenylethyl)aziridine-2-carboxylate

56-45-1

L-serin

Conditions
ConditionsYield
With perchloric acid at 80℃; for 0.5h;67%

β-hydroxypyruvic acid, sodium salt

56-45-1

L-serin

Conditions
ConditionsYield
With sodium formate; ammonium chloride; NADH In aq. phosphate buffer at 25℃; for 6h; pH=8.0; Kinetics; Reagent/catalyst; Green chemistry; Enzymatic reaction;36.6%
/PBISF090--660/

/PBISF090--660/

56-45-1

L-serin

Conditions
ConditionsYield
With Folitixorin; NAD at 34℃; for 72h; pH 7; by Corynebacterium glycinophilum;33%
19525-95-2

(4S)-2-oxooxazolidine-4-carboxylic acid

56-45-1

L-serin

Conditions
ConditionsYield
In various solvent(s) at 30℃; for 22h; enzymatic production by Pseudomonas testosteroni AJ-2770, pH = 7, other time, other bacteria;30%
56-41-7

L-alanin

A

56-45-1

L-serin

B

70-47-3

L-asparagine

C

471-46-5

Oxalamide

Conditions
ConditionsYield
With sulfuric acid In water for 2h; Concentration; Electrolysis; Inert atmosphere;A n/a
B 27%
C n/a
56-41-7

L-alanin

A

56-45-1

L-serin

B

70-47-3

L-asparagine

C

56-40-6

glycine

Conditions
ConditionsYield
With sulfuric acid In water for 2h; Concentration; Electrolysis; Inert atmosphere;A n/a
B 27%
C n/a
6791-49-7

L-serinamide

56-45-1

L-serin

Conditions
ConditionsYield
With hydrogenchloride
56-45-1

L-serin

Conditions
ConditionsYield
enzymatische Herstellung;
473-81-4

glyceric acid

56-45-1

L-serin

Conditions
ConditionsYield
Biosynthese;
4582-71-2

benzoyl-DL-serine

56-45-1

L-serin

Conditions
ConditionsYield
enzymatische Herstellung;
4582-71-2

benzoyl-DL-serine

A

56-45-1

L-serin

B

86808-09-5

N-(p-methylbenzoyl)-D-serine

Conditions
ConditionsYield
With pseudomonas-extract

N-benzoyl-L-serine anilide

56-45-1

L-serin

Conditions
ConditionsYield
With hydrogenchloride
1738-72-3

L-serine benzyl ester

56-45-1

L-serin

Conditions
ConditionsYield
With hydrogenchloride
at 25℃; for 0.833333h; enzyme alcalase from Bacillus licheniforms; pH 8.2;
93527-55-0

(S)-2-(dibenzylamino)-3-hydroxypropanoic acid

56-45-1

L-serin

Conditions
ConditionsYield
durch Hydrogenolyse;
86091-63-6

N-(3,5-dinitrobenzoyl)-D-serine

56-45-1

L-serin

Conditions
ConditionsYield
With hydrogenchloride
39741-31-6

(S)-3-amino-2-benzoylamino-propionic acid methyl ester; hydrochloride

56-45-1

L-serin

Conditions
ConditionsYield
With cis-nitrous acid Kochen des Reaktionsprodukts mit wss.HBr;
56-40-6

glycine

56-45-1

L-serin

Conditions
ConditionsYield
durch Torulopsis utilis;
51293-45-9

O-methyl-N,N-phthaloyl-L-serine

56-45-1

L-serin

Conditions
ConditionsYield
With hydrogen iodide; acetic acid
34557-54-5

methane

A

56-41-7

L-alanin

B

56-45-1

L-serin

C

72-19-5

L-threonine

D

56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With sodium molybdate; ammonium iron (II) sulfate; water; sodium carbonate; ammonium chloride; calcium chloride; magnesium chloride; zinc(II) chloride for 5h; Ambient temperature; Irradiation; pH=8.7; Further byproducts given. Yields of byproduct given;A 5.69E-3 mmol
B n/a
C n/a
D n/a
34557-54-5

methane

A

1492-24-6

L-2-aminobutyric acid

B

56-45-1

L-serin

C

72-19-5

L-threonine

D

56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With sodium molybdate; ammonium iron (II) sulfate; water; sodium carbonate; ammonium chloride; calcium chloride; magnesium chloride; zinc(II) chloride for 5h; Ambient temperature; Irradiation; pH=8.7; Further byproducts given. Yields of byproduct given;A 0.62E-3 mmol
B n/a
C n/a
D n/a
34557-54-5

methane

A

56-45-1

L-serin

B

72-19-5

L-threonine

C

56-84-8

L-Aspartic acid

D

56-40-6

glycine

Conditions
ConditionsYield
With sodium molybdate; ammonium iron (II) sulfate; water; sodium carbonate; ammonium chloride; calcium chloride; magnesium chloride; zinc(II) chloride for 5h; Ambient temperature; Irradiation; pH=8.7; Further byproducts given. Yields of byproduct given;A n/a
B n/a
C n/a
D 26.0E-3 mmol
With sodium molybdate; ammonium iron (II) sulfate; water; sodium carbonate; ammonium chloride; calcium chloride; magnesium chloride; zinc(II) chloride for 5h; Ambient temperature; Irradiation; pH=8.7; Further byproducts given. Yields of byproduct given;A 0.95E-3 mmol
B n/a
C n/a
D n/a
With sodium molybdate; ammonium iron (II) sulfate; water; sodium carbonate; ammonium chloride; calcium chloride; magnesium chloride; zinc(II) chloride for 5h; Ambient temperature; Irradiation; pH=8.7; Further byproducts given. Yields of byproduct given;A n/a
B 0.88E-3 mmol
C n/a
D n/a
With sodium molybdate; ammonium iron (II) sulfate; water; sodium carbonate; ammonium chloride; calcium chloride; magnesium chloride; zinc(II) chloride for 5h; Ambient temperature; Irradiation; pH=8.7; Further byproducts given. Yields of byproduct given;A n/a
B n/a
C 0.19E-3 mmol
D n/a
64-17-5

ethanol

56-45-1

L-serin

26348-61-8

L-serine ethyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0℃; Inert atmosphere;100%
With hydrogenchloride for 0.5h;98%
With thionyl chloride at 0 - 20℃; for 17h;98%
56-45-1

L-serin

501-53-1

benzyl chloroformate

1145-80-8

N-(benzyloxycarbonyl)-L-serine

Conditions
ConditionsYield
With sodium hydrogencarbonate In diethyl ether; water at 0 - 20℃; for 6h;100%
With sodium hydroxide In water at 0℃; for 24h;94%
With sodium hydrogencarbonate for 4h; Ambient temperature;93%
67-56-1

methanol

56-45-1

L-serin

5680-80-8

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 0℃;100%
With thionyl chloride at 20℃; for 24h;100%
With thionyl chloride at 25℃; for 24h;100%
50-00-0

formaldehyd

56-45-1

L-serin

45521-08-2

(S)-oxazolidine-4-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 2℃; for 24h;100%
Stage #1: L-serin With sodium hydroxide In water at 0℃; for 0.166667h;
Stage #2: formaldehyd In water at 20℃;
62.3%
With sodium hydroxide at 5℃; for 18h;
64-17-5

ethanol

56-45-1

L-serin

4117-31-1

ethyl L-serinate

Conditions
ConditionsYield
With hydrogenchloride for 5h; Heating;100%
With toluene-4-sulfonic acid In benzene azeotropic esterification; Yield given;
With hydrogenchloride for 5h; Heating;
56-45-1

L-serin

24424-99-5

di-tert-butyl dicarbonate

3262-72-4

(S)-N-(tert-butoxycarbonyl)serine

Conditions
ConditionsYield
100%
With sodium hydroxide In water; tert-butyl alcohol100%
With sodium hydroxide In 1,4-dioxane; water at 0℃;100%
56-45-1

L-serin

82911-69-1

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

73724-45-5

N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

Conditions
ConditionsYield
With sodium hydrogencarbonate100%
With sodium carbonate In 1,4-dioxane97%
With sodium hydrogencarbonate In water; acetonitrile94%
56-45-1

L-serin

107-07-3

2-chloro-ethanol

88962-24-7

L-Serin-2-chlorethylester-hydrochlorid

Conditions
ConditionsYield
With thionyl chloride Ambient temperature;100%
56-45-1

L-serin

540-51-2

2-bromoethanol

88962-25-8

Serin-2-bromethylester-hydrochlorid

Conditions
ConditionsYield
With thionyl chloride Ambient temperature;100%
67-56-1

methanol

56-45-1

L-serin

24424-99-5

di-tert-butyl dicarbonate

2766-43-0

N-(tert-butoxycarbonyl)-L-serine methyl ester

Conditions
ConditionsYield
Stage #1: methanol; L-serin With acetyl chloride
Stage #2: di-tert-butyl dicarbonate With triethylamine
100%
Stage #1: methanol; L-serin With thionyl chloride at 20℃; for 10h; Reflux; Large scale;
Stage #2: di-tert-butyl dicarbonate With triethylamine In dichloromethane at 20℃; for 8h; Reagent/catalyst; Solvent; Cooling with ice; Large scale;
94%
Stage #1: methanol; L-serin With thionyl chloride at 0 - 20℃; for 6h;
Stage #2: di-tert-butyl dicarbonate With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; for 12h;
89%
56-45-1

L-serin

24424-99-5

di-tert-butyl dicarbonate

1145-80-8

N-(benzyloxycarbonyl)-L-serine

Conditions
ConditionsYield
With sodium hydroxide Acylation;100%
67-56-1

methanol

56-45-1

L-serin

18162-48-6

tert-butyldimethylsilyl chloride

98642-61-6

(2S)-2-amino-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester

Conditions
ConditionsYield
Stage #1: methanol; L-serin With thionyl chloride
Stage #2: tert-butyldimethylsilyl chloride With 1H-imidazole In acetonitrile
100%
Stage #1: methanol; L-serin With thionyl chloride
Stage #2: tert-butyldimethylsilyl chloride With 1H-imidazole
79%
56-45-1

L-serin

75-36-5

acetyl chloride

5680-80-8

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

Conditions
ConditionsYield
Stage #1: acetyl chloride In methanol at 20℃; for 0.166667h;
Stage #2: L-serin In methanol at 80℃; for 2h;
100%
In methanol at 20℃;
67-56-1

methanol

56-45-1

L-serin

2788-84-3

(S)-serine methyl ester

Conditions
ConditionsYield
With acetyl chloride In methanol99%
With thionyl chloride98%
With acetyl chloride at 50℃; Inert atmosphere;96%
56-45-1

L-serin

3262-72-4

(S)-N-(tert-butoxycarbonyl)serine

Conditions
ConditionsYield
With di-tert-butyl dicarbonate; sodium hydroxide In 1,4-dioxane; water at 0 - 20℃; for 7h;99%
With triethylamine In water; N,N-dimethyl-formamide for 7h; Ambient temperature;95%
56-45-1

L-serin

134920-16-4

N-methoxycarbonyl-3-phenyloxaziridine

L-N-(methoxycarbonylamino)serine

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide 1.) MeOH, 30 min, 2.) CHCl3, -15 deg C, 1 h;99%
56-45-1

L-serin

2788-84-3

(S)-serine methyl ester

Conditions
ConditionsYield
In methanol; diethyl ether at 20℃;99%
In methanol; diethyl ether for 0.166667h;
56-45-1

L-serin

403-43-0

4-fluorobenzoyl chloride

1102888-26-5

(S)-2-(4-fluorobenzamido)-3-hydroxypropanoic acid

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane; water at 0℃; for 1h;99%
15861-36-6

1H-Indole-6-carbonitrile

56-45-1

L-serin

6-cyanotryptophan

Conditions
ConditionsYield
With Pf0A9 enzyme In aq. phosphate buffer; water; dimethyl sulfoxide at 75℃; for 12h; pH=8; Enzymatic reaction;99%
53924-05-3

7-chloro-1H-indole

56-45-1

L-serin

Conditions
ConditionsYield
With Pf0A9 enzyme In aq. phosphate buffer; water; dimethyl sulfoxide at 75℃; for 12h; pH=8; Enzymatic reaction;99%
387-43-9

4-fluoroindole

56-45-1

L-serin

2-(4-fluoro-1H-indol-3-yl) ethan-1-amine

Conditions
ConditionsYield
Stage #1: 4-fluoroindole; L-serin With engineered tryptophan synthase In methanol; aq. phosphate buffer at 75℃; for 12h; pH=8.0; Enzymatic reaction;
Stage #2: With pyridoxal 5'-phosphate; Ruminococcus gnavus L-tryptophan decarboxylase In methanol; aq. phosphate buffer at 37℃; pH=8.0; Enzymatic reaction;
99%
67-56-1

methanol

593-75-9, 685498-28-6

methyl isocyanate

56-45-1

L-serin

78-84-2

isobutyraldehyde

N-[1-(N-methylcarbamoyl)-2-methylpropyl]-L-serine methyl ester

Conditions
ConditionsYield
at -30 - 20℃;98%
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Chemistry

Molecular Structure:

Molecular Formula: C3H7NO3
Molecular Weight: 105.0926
IUPAC Name: (2S)-2-Amino-3-hydroxypropanoic acid
Synonyms of L-serine (CAS NO.56-45-1): (S)-2-Amino-3-hydroxypropanoic acid ; (S)-Serine ; 2-Amino-3-hydroxypropanoic acid ; 2-Amino-3-hydroxypropanoic acid, (S)- ; 4-04-00-03118 (Beilstein Handbook Reference) ; BRN 1721404 ; EINECS 200-274-3 ; HSDB 680 ; NSC 118365 ; Propanoic acid, 2-amino-3-hydroxy-, (S)- ; SER (IUPAC abbrev) ; Serene ; Serina ; Serina [Spanish] ; Serine ; Serine (VAN) ; Serinum ; Serinum [Latin] ; UNII-452VLY9402 ; alpha-Amino-beta-hydroxypropionic acid ; beta-Hydroxyalanine
CAS NO: 56-45-1
Classification Code: Amino acid ; Mutation data
Melting point: 222 °C
Water Solubility: 250 g/L (20 °C)
Alpha: 15.2 o (c=10, 2N HCl)
Storage temp.: Store at 0-5
Solubility  H2O: 50 mg/mL
form: powder
Sublimation: 150 °C
Density: 1.415 g/cm3
Flash Point: 192.6 °C
Index of Refraction: 1.519
Surface Tension: 72.2 dyne/cm
Enthalpy of Vaporization: 74.56 kJ/mol
Boiling Point: 394.8 °C at 760 mmHg
Vapour Pressure: 7.17E-08 mmHg at 25 °C 
Appearance of L-serine (CAS NO.56-45-1): White crystalline powder

Production


Racemic serine can be prepared from METHYL ACRYLATE via several steps

Safety Profile

Hazard Codes of L-serine (CAS NO.56-45-1): IrritantXi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26
S24/25: Avoid contact with skin and eyes. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 3
F: 3

Specification

 L-serine (CAS NO.56-45-1) is Stable, and incompatible with strong oxidizing agents. It is stable under normal temperatures and pressures. It should avoid incompatible materials, light, exposure to moist air or water, and it's incompatibilities with strong oxidizing agents. Its hazardous decomposition products are nitrogen oxides, carbon monoxide and carbon dioxide.