D-Alanine
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 18.5h; Reflux; | 82.5% |
Stage #1: D-Alanine With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 6h; Inert atmosphere; Reflux; Stage #2: With sodium hydroxide In tetrahydrofuran; water for 0.25h; Inert atmosphere; | 73% |
With lithium aluminium tetrahydride In tetrahydrofuran for 10h; Heating; Yield given; |
D-alanine ethyl ester hydrochloride
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride | 74% |
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol for 2h; Heating; | 71% |
AlaOEt
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With sodium; butan-1-ol | |
With lithium aluminium tetrahydride; diethyl ether |
(2R)-2-[(phenylmethyl)amino]-1-propanol
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With oxalic acid; palladium Hydrogenolyse; | |
With oxalic acid; palladium Hydrogenolyse; |
D-alanine methyl ester hydrochloride
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol; water for 5.5h; Heating; | |
Stage #1: D-alanine methyl ester hydrochloride With lithium aluminium tetrahydride In tetrahydrofuran at 5 - 15.8℃; for 1.83333h; Inert atmosphere; Stage #2: With water; sodium hydroxide In tetrahydrofuran at 22℃; for 1.25h; Inert atmosphere; |
2-Azido-1-propanol
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With hydrogen; platinum(IV) oxide In ethanol under 2482.3 Torr; |
(R)-(+)-2--1-propanol
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With sodium hydroxide at 80℃; for 2h; |
(R)-(+)-2-propyl acetate
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With sodium hydroxide at 80℃; for 2h; |
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With diethyl ether; nickel |
D-alanine ethyl ester
butan-1-ol
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
bei der Reduktion; |
D-alanine ethyl ester
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With hydrogen; 10% Nishimura catalyst <(45.9% Rh/19.9% Pt) oxide> In methanol at 25℃; under 75007.5 Torr; for 16h; |
D-alanine methyl ester
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With hydrogen; 10% Nishimura catalyst <(45.9% Rh/19.9% Pt) oxide> In methanol at 25℃; under 75007.5 Torr; for 16h; Product distribution; Further Variations:; Catalysts; | |
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 70℃; | 6 g |
tert-butyl D-alaninate
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With hydrogen; 10% Nishimura catalyst <(45.9% Rh/19.9% Pt) oxide> In methanol at 25℃; under 75007.5 Torr; for 16h; |
(R)-2-Amino-propionic acid butyl ester
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With hydrogen; 10% Nishimura catalyst <(45.9% Rh/19.9% Pt) oxide> In methanol at 25℃; under 75007.5 Torr; for 16h; |
Conditions | Yield |
---|---|
With phosphoric acid; hydrogen In water at 100℃; under 51714.8 Torr; for 6h; Product distribution; Further Variations:; Temperatures; Pressures; |
Conditions | Yield |
---|---|
Stage #1: With titanium(IV) isopropylate; n-Dodecylamine; (R,R)-TADDOL In diphenylether at 90℃; for 1h; Stage #2: propylene glycol In diphenylether at 90℃; for 0.166667h; Product distribution / selectivity; | A n/a B n/a |
Conditions | Yield |
---|---|
With chiral stationary phase including isopropyl-functionalized CF6 In methanol; acetic acid; triethylamine; acetonitrile at 20℃; Purification / work up; | |
With conjugated polyfluorene appended with protected L-glutamic acid In water for 48h; Resolution of racemate; enantioselective reaction; | A n/a B n/a |
2-Amino-1-propanol
L-threonine
A
(S)-Alaninol
B
(R)-2-aminopropan-1-ol
C
L-2-aminobutyric acid
D
hydroxy-2-propanone
Conditions | Yield |
---|---|
With (S)-selective ω-transaminase from Ochrobactrum anthropi; L-threonine deaminase from Escherichia coli; pyridoxal 5'-phosphate at 37℃; for 30h; pH=7.5; aq. phosphate buffer; Resolution of racemate; Enzymatic reaction; optical yield given as %ee; enantioselective reaction; |
(R)-2-aminopropan-1-ol
benzyl chloroformate
((R)-2-hydroxy-1-methyl-ethyl)-carbamic acid benzyl ester
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran; water at 0 - 20℃; for 1h; Inert atmosphere; | 100% |
With tetrabutylammomium bromide at 20℃; for 0.333333h; | 90% |
With pyridine In tetrahydrofuran at 20℃; Cooling with ice; | 21.5% |
(R)-2-aminopropan-1-ol
4-methoxy-benzaldehyde
(R)-2-((4-methoxybenzyl)amino)propan-1-ol
Conditions | Yield |
---|---|
Stage #1: (R)-2-aminopropan-1-ol; 4-methoxy-benzaldehyde In methanol for 0.5h; Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃; for 1h; Stage #3: With water In methanol Product distribution / selectivity; | 100% |
Stage #1: (R)-2-aminopropan-1-ol; 4-methoxy-benzaldehyde With sodium hydrogencarbonate In methanol at 80℃; for 2h; Stage #2: With sodium tetrahydroborate In methanol at 25℃; for 1h; | 100% |
With sodium tetrahydroborate In methanol at 0 - 20℃; for 1h; | 100% |
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With sodium cyanide In methanol at 60℃; for 48h; | 100% |
(R)-2-aminopropan-1-ol
triisopropylsilyl trifluoromethanesulfonate
C12H29NOSi
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine In dichloromethane at 20℃; | 100% |
(R)-2-aminopropan-1-ol
1,8-bis(2'-methyl-4'-hydroxy-5'-formylphenyl)naphthalene
Conditions | Yield |
---|---|
In chloroform at 25℃; for 1h; Molecular sieve; | 100% |
In chloroform at 20℃; for 1h; Molecular sieve; |
Conditions | Yield |
---|---|
In benzene for 4h; Reflux; Dean-Stark; | 100% |
Conditions | Yield |
---|---|
In benzene for 4h; Reflux; Dean-Stark; | 100% |
(R)-2-aminopropan-1-ol
(S)-2-[4-(tert-butyldimethylsilyloxy)-1-butyl]oxirane
(S)-6-(tert-Butyl-dimethyl-silanyloxy)-1-((R)-2-hydroxy-1-methyl-ethylamino)-hexan-2-ol
Conditions | Yield |
---|---|
In propan-1-ol for 16h; Heating; | 99% |
(R)-2-aminopropan-1-ol
tert-butylchlorodiphenylsilane
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at -10 - 25℃; Inert atmosphere; | 99% |
With 1H-imidazole In acetonitrile at 0℃; for 0.5h; Inert atmosphere; | 95% |
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h; | 690 mg |
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h; | 690 mg |
(R)-2-aminopropan-1-ol
copper(ll) bromide
Conditions | Yield |
---|---|
With triethylamine In methanol soln. of CuBr2 in MeOH added to soln. of (R)-2-amino-1-propanol and Et3Nin MeOH; ppt. filtered off, washed with MeOH and Et2O, dried in air; elem. anal.; | 99% |
(R)-2-aminopropan-1-ol
trimethylsilyl isocyanate
Conditions | Yield |
---|---|
Stage #1: (R)-2-aminopropan-1-ol; trimethylsilyl isocyanate In dichloromethane at 0 - 20℃; Inert atmosphere; Stage #2: With methanol In dichloromethane at 20℃; for 2h; | 99% |
(R)-2-aminopropan-1-ol
2-Nitrobenzenesulfonyl chloride
(R)-N-(1-hydroxypropan-2-yl)-2-nitrobenzene sulfonamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 16h; | 99% |
Stage #1: (R)-2-aminopropan-1-ol With triethylamine In dichloromethane at 20℃; for 0.5h; Stage #2: 2-Nitrobenzenesulfonyl chloride In dichloromethane at 20℃; | 73% |
Stage #1: (R)-2-aminopropan-1-ol With triethylamine In dichloromethane at 20℃; for 0.5h; Stage #2: 2-Nitrobenzenesulfonyl chloride In dichloromethane | 73% |
With triethylamine In dichloromethane at 0 - 20℃; for 18h; Inert atmosphere; |
2-fluoro-4-[4-(4-fluorophenyl)-1-(2-methoxyethyl)-2-(methylsulfanyl)-1H-imidazol-5-yl]pyridine
(R)-2-aminopropan-1-ol
(R)-2-{4-[4-(4-fluorophenyl)-3-(2-methoxyethyl)-2-methylsulfanyl-1H-imidazol-5-yl]pyridin-2-ylamino}-propan-1-ol
Conditions | Yield |
---|---|
In ethyl acetate | 98.6% |
(R)-2-aminopropan-1-ol
di(1H-imidazol-2-yl)methanethione
Conditions | Yield |
---|---|
Stage #1: (E)-N'-(4-amino-2-cyanophenyl)-N,N-dimethylformimidamide; di(1H-imidazol-2-yl)methanethione In tetrahydrofuran at -8 - -5℃; for 0.5h; Stage #2: (R)-2-aminopropan-1-ol In tetrahydrofuran at 20℃; | 98.6% |
Stage #1: (E)-N'-(4-amino-2-cyanophenyl)-N,N-dimethylformimidamide; di(1H-imidazol-2-yl)methanethione In tetrahydrofuran at -8 - -5℃; for 0.5h; Stage #2: (R)-2-aminopropan-1-ol In tetrahydrofuran at 20℃; | 98.6% |
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran; water at 20℃; for 48h; | 98% |
(R)-2-aminopropan-1-ol
5,8,11,14-eicosatetraenoic acid, methyl ester
Conditions | Yield |
---|---|
With Candida antartica In hexane; di-isopropyl ether at 45℃; for 24h; | 98% |
(R)-2-aminopropan-1-ol
4-bromobenzenecarbonitrile
Conditions | Yield |
---|---|
With sodium carbonate In methanol at 80℃; for 15h; Inert atmosphere; Schlenk technique; | 98% |
(R)-2-aminopropan-1-ol
4-methoxy-benzaldehyde
(R,E)-2-((4-methoxybenzylidene)amino)propan-1-ol
Conditions | Yield |
---|---|
In toluene Inert atmosphere; Reflux; | 97% |
With magnesium sulfate In diethyl ether for 7h; |
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
In tetrahydrofuran for 16h; | 97% |
(R)-2-aminopropan-1-ol
Conditions | Yield |
---|---|
In tetrahydrofuran for 16h; | 97% |
6-methoxy-9-oxo-9H-xanthene-2-carboxylic acid
(R)-2-aminopropan-1-ol
(R)-N-(1-hydroxypropan-2-yl)-6-methoxy-9-oxo-9H-xanthene-2-carboxamide
Conditions | Yield |
---|---|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In tetrahydrofuran at 20℃; for 0.5h; enantioselective reaction; | 97% |
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate |
Conditions | Yield |
---|---|
Stage #1: (R)-2-aminopropan-1-ol; 3,4-dichlorobenzaldehyde With sodium hydrogencarbonate In methanol; water at 80℃; for 2h; Stage #2: With sodium tetrahydroborate In methanol; water at 25℃; for 1h; | 97% |
<(9-oxoxanthen-3-yl)oxy>acetic acid
(R)-2-aminopropan-1-ol
(R)-N-(1-hydroxypropan-2-yl)-2-((9-oxo-9H-xanthen-3-yl)oxy)acetamide
Conditions | Yield |
---|---|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In tetrahydrofuran at 20℃; for 0.5h; enantioselective reaction; | 97% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 4℃; for 12h; | 96% |
In tetrahydrofuran; N,N-dimethyl-formamide; benzene for 0.25h; Yield given; |
(R)-2-aminopropan-1-ol
4-bromobenzenesulfonyl chloride
4-bromo-N-[(1R)-2-hydroxy-1-methylethyl]benzenesulfonamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 1.33333h; | 96% |
(R)-2-aminopropan-1-ol
(4-fluoro-3-nitrophenyl)methanol
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 120℃; for 1h; Microwave irradiation; | 96% |
(R)-2-aminopropan-1-ol
4-bromo-2-fluoronitrobenzene
Conditions | Yield |
---|---|
With triethylamine In ethanol at 70℃; for 3h; | 96% |
(R)-2-aminopropan-1-ol
di-tert-butyl dicarbonate
(R)-2-tertbutoxycarbonylamino-1-propanol
Conditions | Yield |
---|---|
With sulfonic-acid-functionalized silica In dichloromethane at 20℃; for 0.166667h; | 95% |
With triethylamine In tetrahydrofuran at 0 - 20℃; for 18h; | 94% |
With triethylamine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 93% |
(R)-2-aminopropan-1-ol
1-methyl-4-chloro-2-butenal
Conditions | Yield |
---|---|
95% |
(R)-2-aminopropan-1-ol
benzaldehyde
(2R)-2-[(phenylmethyl)amino]-1-propanol
Conditions | Yield |
---|---|
Stage #1: (R)-2-aminopropan-1-ol; benzaldehyde In toluene Reflux; Stage #2: With hydrogenchloride; sodium tetrahydroborate In 1,4-dioxane; ethanol at 0 - 20℃; pH=2; Stage #3: With sodium hydroxide In water pH=> 13; | 95% |
Stage #1: (R)-2-aminopropan-1-ol; benzaldehyde With magnesium sulfate In dichloromethane at 25℃; for 19h; Stage #2: With sodium tetrahydroborate In methanol at 0 - 25℃; for 18h; Stage #3: With hydrogenchloride In methanol; water | 79% |
With sodium tris(acetoxy)borohydride In dichloromethane at 0 - 20℃; for 18h; | 34% |
Molecular Structure of (R)-(-)-2-Amino-1-propanol (CAS NO.35320-23-1):
Molecular Formula: C3H9NO
Molecular Weight: 75.1097
IUPAC Name: 2-Aminopropan-1-ol
Synonyms of (R)-(-)-2-Amino-1-propanol (CAS NO.35320-23-1): (R)-(-)-2-Aminopropanol ; (R)-2-Amino-1-propanol ; H-D-Ala-ol ; H-D-AlaninoL ; H-Dl-ala-OL ; D-Alaoh ; D-(-)-Alaninol
CAS NO: 35320-23-1
Product Categories: Pharmaceutical Intermediates ; Alcohols and Derivatives ; Amino Alcohols ; PROTECTED AMINO ACID & PEPTIDES ; Alanine [Ala, A] ; Amino Alcohols (Chiral) ; Chiral Building Blocks ; Synthetic Organic Chemistry ; Chiral Compound ; Amino alcohols
Melting point: 8 °C
Index of Refraction: 1.439
Molar Refractivity: 20.97 cm3
Molar Volume: 79.6 cm3
Surface Tension: 35.7 dyne/cm
Density: 0.943 g/cm3
Flash Point: 83.9 °C
Enthalpy of Vaporization: 47.83 kJ/mol
Boiling Point: 174.5 °C at 760 mmHg
Vapour Pressure: 0.373 mmHg at 25°C
Hazard Codes of (R)-(-)-2-Amino-1-propanol (CAS NO.35320-23-1): C,Xi
Risk Statements: 34-36/37/38
R34: Causes burns.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2735 8/PG 2
WGK Germany: 3
F: 10-23
Hazard Note: Corrosive/Hygroscopic
HazardClass: 8
PackingGroup: III
(1)Fire Fighting Measures of D-Alaninol
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Will burn if involved in a fire. Combustible liquid.
Extinguishing Media: Use WATER spray, dry chemical, CARBON dioxide, or chemical foam.
2)Handling and Storage of D-Alaninol
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage: Keep away from sources of ignition. Store in a cool, dry place. Store in a tightly closed container. Corrosives area. Store under NITROGEN.
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