3-Morpholinecarboxylic acid supplier

Name
3-Morpholinecarboxylic acid
EINECS
CAS No. 77873-76-8
Article Data3
CAS DataBase
Density 1.239 g/cm³
Solubility
Melting Point 245-250℃
Formula C₅H₉NO₃
Boiling Point 298.5 °C at 760 mmHg
Molecular Weight 131.131
Flash Point 134.4 °C
Transport Information
Appearance
Safety
Risk Codes 22
Molecular Structure
Hazard Symbols Xn
Synonyms (RS)-Morpholine-3-carboxylicacid;3-Morpholinecarboxylicacid;
PSA 58.56000
LogP -0.61180

Synthetic route

: 77873-74-6
N-acetyl-3-cyanomorpholine

: 77873-76-8
morpholine-3-carboxylic acid

Conditions

Conditions	Yield
acid hydrolysis;	55%
Stage #1: N-acetyl-3-cyanomorpholine With sodium hydroxide at 20℃; for 3h; Stage #2: With hydrogenchloride at 16℃; for 100h;

: 102154-56-3
Acetylamino-(2-chlor-aethoxymethyl)-malonsaeure-diaethylester

: 77873-76-8
morpholine-3-carboxylic acid

Conditions

Conditions	Yield
With ammonium hydroxide Erhitzen des Reaktionsprodukts mit wss. HCl;

: 108595-89-7
2-bromo-3-(2-chloro-ethoxy)-propionic acid methyl ester

: 7664-41-7
ammonia

A: 77873-76-8
morpholine-3-carboxylic acid

B: 10367-17-6
O-(2-amino-ethyl)-serine

C: 98069-38-6, 106863-91-6
O-(2-chloro-ethyl)-serine

...Expand

: 108595-89-7
2-bromo-3-(2-chloro-ethoxy)-propionic acid methyl ester

: ammonium hydroxide

A: 77873-76-8
morpholine-3-carboxylic acid

B: 10367-17-6
O-(2-amino-ethyl)-serine

C: 98069-38-6, 106863-91-6
O-(2-chloro-ethyl)-serine

...Expand

: 77873-76-8
morpholine-3-carboxylic acid

: 64-17-5
ethanol

: 84005-98-1
ethyl morpholine-3-carboxylate

Conditions

Conditions	Yield
With acetyl chloride at 0℃; Heating / reflux;	99%
Stage #1: morpholine-3-carboxylic acid; ethanol With acetyl chloride at 0℃; Heating / reflux; Stage #2: With sodium hydrogencarbonate In dichloromethane; water	99%
With acetyl chloride at 0℃; Heating / reflux;	99%
With acetyl chloride at 0℃; Heating / reflux;	99%

: 77873-76-8
morpholine-3-carboxylic acid

: 75-36-5
acetyl chloride

: 84005-98-1
ethyl morpholine-3-carboxylate

Conditions

Conditions	Yield
In ethanol Heating / reflux;	99%

: 77873-76-8
morpholine-3-carboxylic acid

: 550346-46-8
4-nitrosomorpholine-3-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite In water at 0℃; for 1h;	96%
	181 mg
With hydrogenchloride; sodium nitrite at 0℃; for 1h;

: 77873-76-8
morpholine-3-carboxylic acid

: 24424-99-5
di-tert-butyl dicarbonate

: 212650-43-6
4-(tert-butoxycarbonyl)morpholine-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: morpholine-3-carboxylic acid; di-tert-butyl dicarbonate With potassium carbonate In water; acetone at 0 - 20℃; for 24h; Stage #2: With hydrogenchloride In water	84%
With potassium carbonate In water; acetone at 0 - 20℃;	34%
With sodium hydroxide In 1,4-dioxane; water

: 77873-76-8
morpholine-3-carboxylic acid

: 32315-10-9
bis(trichloromethyl) carbonate

: 6-amino-7-fluoro-4-(prop-2-yn-1-yl)spiro[benzo[b][1,4]oxazine-2,1'-cyclopropan]-3(4H)-one

: 2-(7-fluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydrospiro[benzo[b][1,4]oxazine-2,1'-cyclopropan]-6-yl)tetrahydro-1H-imidazo[5,1-c][1,4]oxazine-1,3(2H)-dione

Conditions

Conditions	Yield
Stage #1: bis(trichloromethyl) carbonate; 6-amino-7-fluoro-4-(prop-2-yn-1-yl)spiro[benzo[b][1,4]oxazine-2,1'-cyclopropan]-3(4H)-one With triethylamine In tetrahydrofuran at 20℃; for 2h; Stage #2: morpholine-3-carboxylic acid With triethylamine In dichloromethane at 20℃; for 18h; Stage #3: With hydrogenchloride In 1,4-dioxane at 70℃; for 3h;	80%

...Expand

: 77873-76-8
morpholine-3-carboxylic acid

: 5177-27-5
5-amino-2,4-dichloropyrimidine

: 1268474-50-5
2-chloro-6a,7,9,10-tetrahydro[1,4]oxazino[3,4-h]pteridin -6(5H)-one

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 100℃;	70.3%
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 100℃;	70.3%

: 77873-76-8
morpholine-3-carboxylic acid

: 40397-95-3
2-chloro-1-isocyanato-4-nitro-benzene

: 1269074-61-4
2-(2-chloro-4-nitrophenyl)tetrahydro-1H-imidazo[5,1-c][1,4]oxazine-1,3(2H)-dione

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,2-dichloro-ethane at 160℃; for 0.166667h;	54%

: 77873-76-8
morpholine-3-carboxylic acid

: 1446358-48-0
3-(3-(4-chloro-5-fluoropyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazol-5-yl)isoxazole

: 4-(5-fluoro-2-(1-(2-fluorobenzyl)-5-(isoxazol-3-yl)-1H-pyrazol-3-yl)pyrimidin-4-yl)morpholine-3-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water at 100℃; for 48h;	48%

: 77873-76-8
morpholine-3-carboxylic acid

: 1571213-27-8
ethyl 6-(bromomethyl)-4-(2-chloro-4-fluorophenyl)-1-methyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

: 1571213-20-1
4-((6-(2-chloro-4-fluorophenyl)-5-(ethoxycarbonyl)-3-methyl-2-(thiazol-2-yl)-3,6-dihydropyrimidin-4-yl)methyl)morpholine-3-carboxylic acid

Conditions

Conditions	Yield
With potassium carbonate In ethanol at 25℃; for 12h;	20%

: 77873-76-8
morpholine-3-carboxylic acid

: 24424-99-5
di-tert-butyl dicarbonate

: 783350-37-8
(S)-4-[(tert-butoxy)carbonyl]morpholine-3-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3h;	14%

: 77873-76-8
morpholine-3-carboxylic acid

: 87-42-3
6-chloropurine

: 1174913-83-7
4-(9H-purin-6-yl)morpholine-3-carboxylic acid

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 140℃; for 0.416667h; Inert atmosphere; Microwave irradiation;	7%

: 77873-76-8
morpholine-3-carboxylic acid

: C16H12ClNO2

: 4-(2-(4-(4-cyano-3-methylphenoxy)phenyl)acetyl)morpholine-3-carboxylic acid

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In chloroform-d1; N,N-dimethyl-formamide at 25℃; for 24h;	3.51%

: 77873-76-8
morpholine-3-carboxylic acid

: 7677-24-9
trimethylsilyl cyanide

: TMS-DL-(O)Pip-OTMS

Conditions

Conditions	Yield
Heating; Yield given;

: 77873-76-8
morpholine-3-carboxylic acid

: 623565-56-0
3-oxo-6,7-dihydro-3H-[1,2,3]oxadiazolo[4,3-c][1,4]oxazine-8(4H)ylium-3a-ide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaNO2; aq. HCl / 1 h / 0 °C 2: 3.80 g / trifluoroacetic anhydride / tetrahydrofuran / 21 h / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: sodium nitrite; hydrogenchloride / water / 0 - 25 °C 2: trifluoroacetic anhydride / toluene / 12 h / 0 - 15 °C View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride; sodium nitrite / water / 1 h / 0 °C 2: trifluoroacetic anhydride / dichloromethane / 0.5 h / 5 °C View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride; sodium nitrite / water / 1 h 2: trifluoromethylsulfonic anhydride / dichloromethane / 0.5 h / 5 °C View Scheme

: 77873-76-8
morpholine-3-carboxylic acid

: 98-68-0
4-methoxy-phenyl-sulphonyl chloride

: 184350-22-9
4-[(4-methoxyphenyl) sulfonyl]-3-morpholinecarboxylic acid

Conditions

Conditions	Yield
With triethylamine In dichloromethane

: 77873-76-8
morpholine-3-carboxylic acid

: 1055935-20-0
C11H8N2O7

: 473730-81-3
C12H12N2O7

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide); dichloromethane

: 77873-76-8
morpholine-3-carboxylic acid

: 24424-99-5
di-tert-butyl dicarbonate

: 473923-56-7
tert-Butyl 3-(hydroxymethyl)-4-morpholinecarboxylate

Conditions

Conditions	Yield
With borane In tetrahydrofuran; sodium hydroxide

: 77873-76-8
morpholine-3-carboxylic acid

: 75-24-1
trimethylaluminum

: 84478-38-6
4-chloro-2-fluoro-5-isopropoxyaniline

: 193342-47-1
N-[4-Chloro-2-fluoro-5-(1-methylethoxy)phenyl]morpholine-3-carboxamide

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide In dichloromethane; water

...Expand

: 77873-76-8
morpholine-3-carboxylic acid

: 1031337-88-8
ethyl 4-[(3-aminopyridin-2-yl)amino]-N-(3-oxospiro[3.5]non-1-en-1-yl)-L-phenylalaninate

: 1054611-59-4
C30H37N5O5

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane

: 77873-76-8
morpholine-3-carboxylic acid

: 1240518-04-0
N-[1-{[3-(aminomethyl)phenyl]methyl}-4-methyloxy-1H-indazol-3-yl]-5-chloro-2-thiophenesulfonamide hydrochloride

: N-[(3-{[3-{[(5-chloro-2-thienyl)sulfonyl]amino}-4-(methyloxy)-1H-indazol-1-yl]methyl}phenyl)methyl]-3-morpholinecarboxamide trifluoroacetate

Conditions

Conditions	Yield
Stage #1: morpholine-3-carboxylic acid With N-ethyl-N,N-diisopropylamine; HATU In acetonitrile at 20℃; for 0.25h; Stage #2: N-[1-{[3-(aminomethyl)phenyl]methyl}-4-methyloxy-1H-indazol-3-yl]-5-chloro-2-thiophenesulfonamide hydrochloride In acetonitrile at 20℃;

: 77873-76-8
morpholine-3-carboxylic acid

: 501-53-1
benzyl chloroformate

: 256446-67-0
4-((benzyloxy)carbonyl)morpholine-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: morpholine-3-carboxylic acid; benzyl chloroformate With sodium hydroxide In water at 5 - 15℃; for 2h; pH=6 - 9; Stage #2: With hydrogenchloride In water pH=0;

: 77873-76-8
morpholine-3-carboxylic acid

: 91322-00-8
5-amino-2,4,6-trichloropyrimidine

: 1268474-55-0
2,4-dichloro-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one

Conditions

Conditions	Yield
With triethylamine In ethanol at 75℃; for 72h;

: 77873-76-8
morpholine-3-carboxylic acid

: 1268473-76-2
1-(4-(5-(cyclopropylmethyl)-6a-methyl-6-oxo-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridin-2-yl)phenyl)-3-methylurea

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 100 °C 2: sodium t-butanolate / dimethyl sulfoxide / 16.2 h / 20 °C / Cooling with ice 3: sodium t-butanolate / dimethyl sulfoxide / 16 h / 0 - 20 °C 4: sodium hydrogencarbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.67 h / 100 °C / Microwave Irradiation View Scheme
Multi-step reaction with 8 steps 1.1: sodium hydroxide / water / 2 h / 5 - 15 °C / pH 6 - 9 1.2: pH 0 2.1: sulfuric acid / 18 h / 34 - 50 °C 3.1: sodium hexamethyldisilazane / tetrahydrofuran / 5.03 h / -70 - -40 °C 4.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h / 760.05 Torr / Inert atmosphere 5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 h / -10 - 20 °C 6.1: methanol / bis(acetylacetonate)oxovanadium / tetrahydrofuran / 18 h / 20 - 35 °C / 760.05 Torr 7.1: potassium carbonate / dimethyl sulfoxide / 2.5 h / 20 - 35 °C 8.1: sodium hydrogencarbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.67 h / 100 °C / Microwave Irradiation View Scheme

Yield

Multi-step reaction with 4 steps
1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 100 °C
2: sodium t-butanolate / dimethyl sulfoxide / 16.2 h / 20 °C / Cooling with ice
3: sodium t-butanolate / dimethyl sulfoxide / 16 h / 0 - 20 °C
4: sodium hydrogencarbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.67 h / 100 °C / Microwave Irradiation
View Scheme

Multi-step reaction with 8 steps
1.1: sodium hydroxide / water / 2 h / 5 - 15 °C / pH 6 - 9
1.2: pH 0
2.1: sulfuric acid / 18 h / 34 - 50 °C
3.1: sodium hexamethyldisilazane / tetrahydrofuran / 5.03 h / -70 - -40 °C
4.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h / 760.05 Torr / Inert atmosphere
5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 h / -10 - 20 °C
6.1: methanol / bis(acetylacetonate)oxovanadium / tetrahydrofuran / 18 h / 20 - 35 °C / 760.05 Torr
7.1: potassium carbonate / dimethyl sulfoxide / 2.5 h / 20 - 35 °C
8.1: sodium hydrogencarbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.67 h / 100 °C / Microwave Irradiation
View Scheme

: 77873-76-8
morpholine-3-carboxylic acid

: 1268474-51-6
2-chloro-5-(cyclopropylmethyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 100 °C 2: sodium t-butanolate / dimethyl sulfoxide / 16.2 h / 20 °C / Cooling with ice View Scheme

: 77873-76-8
morpholine-3-carboxylic acid

: 1268474-52-7
2-chloro-5-(cyclopropylmethyl)-6a-methyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 100 °C 2: sodium t-butanolate / dimethyl sulfoxide / 16.2 h / 20 °C / Cooling with ice 3: sodium t-butanolate / dimethyl sulfoxide / 16 h / 0 - 20 °C View Scheme
Multi-step reaction with 7 steps 1.1: sodium hydroxide / water / 2 h / 5 - 15 °C / pH 6 - 9 1.2: pH 0 2.1: sulfuric acid / 18 h / 34 - 50 °C 3.1: sodium hexamethyldisilazane / tetrahydrofuran / 5.03 h / -70 - -40 °C 4.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h / 760.05 Torr / Inert atmosphere 5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 h / -10 - 20 °C 6.1: methanol / bis(acetylacetonate)oxovanadium / tetrahydrofuran / 18 h / 20 - 35 °C / 760.05 Torr 7.1: potassium carbonate / dimethyl sulfoxide / 2.5 h / 20 - 35 °C View Scheme

Yield

Multi-step reaction with 3 steps
1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 100 °C
2: sodium t-butanolate / dimethyl sulfoxide / 16.2 h / 20 °C / Cooling with ice
3: sodium t-butanolate / dimethyl sulfoxide / 16 h / 0 - 20 °C
View Scheme

Multi-step reaction with 7 steps
1.1: sodium hydroxide / water / 2 h / 5 - 15 °C / pH 6 - 9
1.2: pH 0
2.1: sulfuric acid / 18 h / 34 - 50 °C
3.1: sodium hexamethyldisilazane / tetrahydrofuran / 5.03 h / -70 - -40 °C
4.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h / 760.05 Torr / Inert atmosphere
5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 h / -10 - 20 °C
6.1: methanol / bis(acetylacetonate)oxovanadium / tetrahydrofuran / 18 h / 20 - 35 °C / 760.05 Torr
7.1: potassium carbonate / dimethyl sulfoxide / 2.5 h / 20 - 35 °C
View Scheme

: 77873-76-8
morpholine-3-carboxylic acid

: 1268473-88-6
1-methyl-3-(4-(6a-methyl-5-((1-methyl-1H-pyrazol-3-yl)methyl)-6-oxo-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridin-2-yl)phenyl)urea

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 100 °C 2: N,N-dimethyl-formamide / 0 - 20 °C 3: sodium t-butanolate / dimethyl sulfoxide / 20 °C / Sealed tube; Freezing 4: sodium hydrogencarbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.75 h / 100 °C / Microwave Irradiation View Scheme

3-Morpholinecarboxylic acid Specification

The 3-Morpholinecarboxylic acid with the cas number 77873-76-8 is also called (RS)-Morpholine-3-carboxylicacid. Both the systematic name and IUPAC name are morpholine-3-carboxylic acid. Its molecular formula is C₅H₉NO₃. This chemical belongs to the following product categories: (1)carboxylicacid; (2)pharmacetical.

The properties of the chemical are: (1)ACD/LogP: -1.37; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.87; (4)ACD/LogD (pH 7.4): -3.88; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 38.77Å²; (13)Index of Refraction: 1.469; (14)Molar Refractivity: 29.5 cm³; (15)Molar Volume: 105.7 cm³; (16)Polarizability: 11.69×10^-24cm³; (17)Surface Tension: 42 dyne/cm; (18)Enthalpy of Vaporization: 59.23 kJ/mol; (19)Vapour Pressure: 0.0003 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)C1NCCOC1
(2)InChI: InChI=1/C5H9NO3/c7-5(8)4-3-9-2-1-6-4/h4,6H,1-3H2,(H,7,8)
(3)InChIKey: JUNOWSHJELIDQP-UHFFFAOYAU

Product Name

3-Morpholinecarboxylic acid

Synthetic route

3-Morpholinecarboxylic acid Specification

Related Products

Hot Products