Conditions | Yield |
---|---|
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; |
BOC-O-benzyl-L-serine
L-serin
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
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; |
L-serin
Conditions | Yield |
---|---|
With ruthenium nanoparticles dispersed in a polyvinylpyrrolidone matrix; amberlyst A-21 In methanol; dichloromethane | 99% |
Conditions | Yield |
---|---|
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% |
hexan-1-amine
(S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-3-hydroxy-propionic acid
A
L-serin
B
1-hexyl-3,5-dinitro-4-pyridone
Conditions | Yield |
---|---|
In pyridine Product distribution; | A 90.9% B n/a |
N-carbamyl-DL-serine
L-serin
Conditions | Yield |
---|---|
With NH4Cl-NH4OH buffer pH 8.5; nickel dichloride at 60℃; for 24h; N-carbamyl-L-amino acid aminohydrolase; | 86% |
L-serin
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 20℃; for 0.5h; Inert atmosphere; | 85% |
L-serin
Conditions | Yield |
---|---|
With perchloric acid at 80℃; for 0.5h; | 67% |
L-serin
Conditions | Yield |
---|---|
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% |
L-serin
Conditions | Yield |
---|---|
With Folitixorin; NAD at 34℃; for 72h; pH 7; by Corynebacterium glycinophilum; | 33% |
(4S)-2-oxooxazolidine-4-carboxylic acid
L-serin
Conditions | Yield |
---|---|
In various solvent(s) at 30℃; for 22h; enzymatic production by Pseudomonas testosteroni AJ-2770, pH = 7, other time, other bacteria; | 30% |
L-alanin
formamide
A
L-serin
B
L-asparagine
C
Oxalamide
Conditions | Yield |
---|---|
With sulfuric acid In water for 2h; Concentration; Electrolysis; Inert atmosphere; | A n/a B 27% C n/a |
L-alanin
formamide
A
L-serin
B
L-asparagine
C
glycine
Conditions | Yield |
---|---|
With sulfuric acid In water for 2h; Concentration; Electrolysis; Inert atmosphere; | A n/a B 27% C n/a |
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
enzymatische Herstellung; |
Conditions | Yield |
---|---|
Biosynthese; |
Conditions | Yield |
---|---|
enzymatische Herstellung; |
Conditions | Yield |
---|---|
With pseudomonas-extract |
L-serin
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
With hydrogenchloride | |
at 25℃; for 0.833333h; enzyme alcalase from Bacillus licheniforms; pH 8.2; |
(S)-2-(dibenzylamino)-3-hydroxypropanoic acid
L-serin
Conditions | Yield |
---|---|
durch Hydrogenolyse; |
N-(3,5-dinitrobenzoyl)-D-serine
L-serin
Conditions | Yield |
---|---|
With hydrogenchloride |
(S)-3-amino-2-benzoylamino-propionic acid methyl ester; hydrochloride
L-serin
Conditions | Yield |
---|---|
With cis-nitrous acid Kochen des Reaktionsprodukts mit wss.HBr; |
Conditions | Yield |
---|---|
durch Torulopsis utilis; |
O-methyl-N,N-phthaloyl-L-serine
L-serin
Conditions | Yield |
---|---|
With hydrogen iodide; acetic acid |
methane
A
L-alanin
B
L-serin
C
L-threonine
D
L-Aspartic acid
Conditions | Yield |
---|---|
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 |
methane
A
L-2-aminobutyric acid
B
L-serin
C
L-threonine
D
L-Aspartic acid
Conditions | Yield |
---|---|
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 |
methane
A
L-serin
B
L-threonine
C
L-Aspartic acid
D
glycine
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
With thionyl chloride at 0℃; Inert atmosphere; | 100% |
With hydrogenchloride for 0.5h; | 98% |
With thionyl chloride at 0 - 20℃; for 17h; | 98% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With hydrogenchloride at 0℃; | 100% |
With thionyl chloride at 20℃; for 24h; | 100% |
With thionyl chloride at 25℃; for 24h; | 100% |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
With hydrogenchloride for 5h; Heating; | 100% |
With toluene-4-sulfonic acid In benzene azeotropic esterification; Yield given; | |
With hydrogenchloride for 5h; Heating; |
Conditions | Yield |
---|---|
100% | |
With sodium hydroxide In water; tert-butyl alcohol | 100% |
With sodium hydroxide In 1,4-dioxane; water at 0℃; | 100% |
L-serin
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate | 100% |
With sodium carbonate In 1,4-dioxane | 97% |
With sodium hydrogencarbonate In water; acetonitrile | 94% |
Conditions | Yield |
---|---|
With thionyl chloride Ambient temperature; | 100% |
Conditions | Yield |
---|---|
With thionyl chloride Ambient temperature; | 100% |
methanol
L-serin
di-tert-butyl dicarbonate
N-(tert-butoxycarbonyl)-L-serine methyl ester
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With sodium hydroxide Acylation; | 100% |
methanol
L-serin
tert-butyldimethylsilyl chloride
(2S)-2-amino-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester
Conditions | Yield |
---|---|
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% |
L-serin
acetyl chloride
methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride
Conditions | Yield |
---|---|
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℃; |
Conditions | Yield |
---|---|
With acetyl chloride In methanol | 99% |
With thionyl chloride | 98% |
With acetyl chloride at 50℃; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With tetra(n-butyl)ammonium hydroxide 1.) MeOH, 30 min, 2.) CHCl3, -15 deg C, 1 h; | 99% |
Conditions | Yield |
---|---|
In methanol; diethyl ether at 20℃; | 99% |
In methanol; diethyl ether for 0.166667h; |
L-serin
4-fluorobenzoyl chloride
(S)-2-(4-fluorobenzamido)-3-hydroxypropanoic acid
Conditions | Yield |
---|---|
With sodium carbonate In 1,4-dioxane; water at 0℃; for 1h; | 99% |
Conditions | Yield |
---|---|
With Pf0A9 enzyme In aq. phosphate buffer; water; dimethyl sulfoxide at 75℃; for 12h; pH=8; Enzymatic reaction; | 99% |
7-chloro-1H-indole
L-serin
7-chloro-L-tryptophan
Conditions | Yield |
---|---|
With Pf0A9 enzyme In aq. phosphate buffer; water; dimethyl sulfoxide at 75℃; for 12h; pH=8; Enzymatic reaction; | 99% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
at -30 - 20℃; | 98% |
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
Racemic serine can be prepared from METHYL ACRYLATE via several steps
Hazard Codes of L-serine (CAS NO.56-45-1): Xi
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
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.
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