Product Name

  • Name

    L-Phenylglycinol

  • EINECS 221-674-4
  • CAS No. 3182-95-4
  • Article Data210
  • CAS DataBase
  • Density 1.077 g/cm3
  • Solubility
  • Melting Point 92-94 °C(lit.)
  • Formula C9H13NO
  • Boiling Point 303.8 °C at 760 mmHg
  • Molecular Weight 151.208
  • Flash Point 137.5 °C
  • Transport Information UN 3259 8/PG 3
  • Appearance white to light yellow crystal powder
  • Safety 26-36/37/39-45-24/25-27
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 3182-95-4 (L-Phenylglycinol)
  • Hazard Symbols CorrosiveC
  • Synonyms 1-Propanol, 2-amino-3-phenyl-, L-;(S)-beta-Aminobenzenepropanol;(S)-2-Benzylethanolamine;[(2S)-1-hydroxy-3-phenyl-propan-2-yl]azanium;2-amino-3-phenyl-propan-1-ol;L-2-Amino-3-phenylpropan-1-ol;L-2-Amino-3-phenyl-1-propanol;L-Phenylalainol;(R)/(S)-Phenylalaninol;L(-)-2-Amino-3-phenyl-1-propanol;L-(-)-Phenylalaninol;L- Phenylalaninol;(S)-(-)-2-amino-3-phenyl-1-propanol (L-phenylalaninol);L-(S)-Phenylalaninol;(S)-(-)-2-Amino-3-phenyl-1-propanol;(S)-2-amino-3-phenyl-1-propanol;H-Phe-ol;L(-)-Phenylalaninol;H-Phenylalaninol;Benzenepropanol, beta-amino-, (S)- (9CI);L-Phenylalaninol;S-Phenylalaninol;L-2-Phenylalaninol;
  • PSA 46.25000
  • LogP 1.24900

Synthetic route

L-phenylalanine
63-91-2

L-phenylalanine

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran Heating;100%
With lithium borohydride; chloro-trimethyl-silane In tetrahydrofuran at 0 - 20℃; for 16h;99%
With sodium tetrahydroborate; iodine In tetrahydrofuran at 0℃; for 18.5h; Inert atmosphere; Reflux;99%
methyl (2S)-2-amino-3-phenylpropanoate
2577-90-4

methyl (2S)-2-amino-3-phenylpropanoate

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; diborane In tetrahydrofuran at 20℃; for 1h;100%
With hydrogen In ethanol at 110℃; under 30003 Torr; Reagent/catalyst; Autoclave; chemoselective reaction;91.1%
With lithium aluminium tetrahydride In tetrahydrofuran for 4h; Heating;86%
C9H9(2)H4NO2*C2HF3O2

C9H9(2)H4NO2*C2HF3O2

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With sodium tetrahydroborate at 23℃; for 2160h; Reduction;99%
N-((benzyloxy)carbonyl)-L-phenylalaninol
6372-14-1

N-((benzyloxy)carbonyl)-L-phenylalaninol

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol for 0.0833333h;98%
With hydrogen; palladium on activated charcoal In tetrahydrofuran; methanol under 760 Torr; for 3h; Ambient temperature;
(9-fluorenylmethoxycarbonyl)-L-phenylalaninol
129397-83-7

(9-fluorenylmethoxycarbonyl)-L-phenylalaninol

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With piperidine In dichloromethane for 1h; Ambient temperature;85%
C10H12(2)H3NO2*C2HF3O2

C10H12(2)H3NO2*C2HF3O2

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With sodium tetrahydroborate at 23℃; for 120h; Reduction;85%
(S)-2-phenylglycine
2935-35-5

(S)-2-phenylglycine

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 18h; Reflux;85%
(-)-3-[2-(1-hydroxy-3-phenylpropyl)]-4-phenyloxazolidin-2-one
207676-65-1

(-)-3-[2-(1-hydroxy-3-phenylpropyl)]-4-phenyloxazolidin-2-one

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With ammonia; lithium at -78℃; for 0.0833333h;81%
(S)-4-Benzyl-2-oxazolidinone
90719-32-7

(S)-4-Benzyl-2-oxazolidinone

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water at 100℃; for 72h;80%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

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

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol 1.) room temperature, 4 h, 2.) reflux, 6 h, 3.) room temperature, overnight;78%
With sodium tetrahydroborate In ethanol; water for 18h; Heating;74%
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With triethylamine In methanol; diethyl ether at -10℃; for 1h;
Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃;
2.72 g
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With sodium tetrahydroborate In water at 0 - 5℃; for 16h;
Stage #2: With hydrogenchloride In water pH=5;
Stage #3: With sodium hydroxide In water for 3h; Reflux;
50 g
(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol
66605-57-0

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With sodium dodecyl-sulfate; benzyl bromide In water at 45 - 50℃; for 48h; chemoselective reaction;76%
With trifluoroacetic acid Substitution;
In trifluoroacetic acid for 0.5h;
With trifluoroacetic acid In dichloromethane
(L)-phenylalanine ethyl ester hydrochloride
3182-93-2

(L)-phenylalanine ethyl ester hydrochloride

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol; water for 4.5h; Reflux;72%
With sodium tetrahydroborate In ethanol for 5.5h; Heating;71.7%
With sodium tetrahydroborate In ethanol
With sodium tetrahydroborate In ethanol; water for 4h; Heating; Yield given;
With sodium tetrahydroborate In ethanol; water for 4.5h; Reflux;19.16 g
(S)-dibenzyl 1-(1-hydroxy-3-phenylpropan-2-yl)-hydrazine-1,2-dicarboxylate
912480-01-4

(S)-dibenzyl 1-(1-hydroxy-3-phenylpropan-2-yl)-hydrazine-1,2-dicarboxylate

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With hydrogen; nickel; acetic acid In methanol at 20℃; under 3102.97 Torr; for 16h;70%
(3S,6S)-3,6-dibenzylpiperazine-2,5-dione
2862-51-3

(3S,6S)-3,6-dibenzylpiperazine-2,5-dione

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With C24H20ClN2OPRu; potassium tert-butylate; hydrogen In tetrahydrofuran at 110℃; under 2280.15 - 30402 Torr; for 48h; Catalytic behavior; Solvent; Pressure; Temperature; Inert atmosphere; Schlenk technique; Autoclave;63%
(S)-N-(1-hydroxy-3-phenylpropan-2-yl)picolinamide
58745-46-3

(S)-N-(1-hydroxy-3-phenylpropan-2-yl)picolinamide

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
Stage #1: (S)-N-(1-hydroxy-3-phenylpropan-2-yl)picolinamide With hydrogenchloride In water at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With zinc In water at 20℃; for 16h; Inert atmosphere;
60%
(S)-3-phenyl-2-(1H-pyrrol-1-yl)propan-1-ol
123366-90-5

(S)-3-phenyl-2-(1H-pyrrol-1-yl)propan-1-ol

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
Stage #1: (S)-3-phenyl-2-(1H-pyrrol-1-yl)propan-1-ol With ozone In methanol at -78℃; for 2.5h;
Stage #2: With thiourea In methanol at 0 - 78℃; for 1.5h; Reagent/catalyst; Solvent; Inert atmosphere;
60%
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 12h; Reflux; Inert atmosphere;46.1%
1-hydroxy-3-phenylpropan-2-one
4982-08-5

1-hydroxy-3-phenylpropan-2-one

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With ammonium hydroxide; ammonium acetate; AmDHK78S/N276T In water at 40℃; for 24h; pH=9; Enzymatic reaction;41%
L-phenylalanine
63-91-2

L-phenylalanine

A

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

B

(2S)-(-)-2-amino-3-phenylpropan-1-ol N-borane

(2S)-(-)-2-amino-3-phenylpropan-1-ol N-borane

Conditions
ConditionsYield
Stage #1: L-phenylalanine With sodium tetrahydroborate; sulfuric acid In tetrahydrofuran; diethyl ether at 0 - 20℃; for 20h; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 20℃; for 2h;
A 26%
B 36%
(L)-phenylalanine ethyl ester hydrochloride
3182-93-2

(L)-phenylalanine ethyl ester hydrochloride

A

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

B

(R)-2-amino-3-phenylpropanol
5267-64-1

(R)-2-amino-3-phenylpropanol

Conditions
ConditionsYield
With methanol; Na/SiO2 In tetrahydrofuran at 0 - 25℃; Bouveault-Blanc reduction; Inert atmosphere; optical yield given as %ee;A 27%
B n/a
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
Stage #1: rac-phenylalaninol With O,O'-dibenzoyl-L-tartaric acid In acetone at 25℃; for 6h;
Stage #2: With potassium hydroxide In dichloromethane
24%
H-Phe-OEt
3081-24-1

H-Phe-OEt

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
With lithium aluminium tetrahydride In diethyl ether
With lithium aluminium tetrahydride
With sodium tetrahydroborate In ethanol; water
N-Benzoyl-Gly-L-Phe-ethylester

N-Benzoyl-Gly-L-Phe-ethylester

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
(i) aq. NaBH4, (ii) (hydrolysis); Multistep reaction;
(S)-(-)-2-amino-1-hydroxy-3-phenylpropane ethyl ester hydrochloride
91339-66-1

(S)-(-)-2-amino-1-hydroxy-3-phenylpropane ethyl ester hydrochloride

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol; water for 4h; Heating; Yield given;
L-phenylalaninol hexanoate
162334-17-0

L-phenylalaninol hexanoate

A

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

B

hexanoic acid
142-62-1

hexanoic acid

Conditions
ConditionsYield
With α-chymotrypsin chemically modified with monomethoxypolyethylene glycol (α-CT-PEG) Rate constant; enzymatic hydrolysis at pH 8.0 (phosphate buffer), Km value;
L-phenylalaninol phenylacetate
162334-16-9

L-phenylalaninol phenylacetate

A

phenylacetic acid
103-82-2

phenylacetic acid

B

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With α-chymotrypsin chemically modified with monomethoxypolyethylene glycol (α-CT-PEG) Rate constant; enzymatic hydrolysis at pH 8.0 (phosphate buffer), Km value;
2-((S)-1-Hydroxymethyl-2-phenyl-ethylamino)-cyclopent-1-enecarbonitrile

2-((S)-1-Hydroxymethyl-2-phenyl-ethylamino)-cyclopent-1-enecarbonitrile

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With hydrogenchloride In water at 85 - 90℃; for 48h; Yield given;
(Z)-3-((S)-1-Hydroxymethyl-2-phenyl-ethylamino)-2-phenyl-acrylonitrile

(Z)-3-((S)-1-Hydroxymethyl-2-phenyl-ethylamino)-2-phenyl-acrylonitrile

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Conditions
ConditionsYield
With hydrogenchloride In water at 85 - 90℃; for 48h;
methyl (2S)-2-amino-3-phenylpropanoate
2577-90-4

methyl (2S)-2-amino-3-phenylpropanoate

A

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

B

(2S)-2-amino-3-cyclohexyl-1-propanol
131288-67-0

(2S)-2-amino-3-cyclohexyl-1-propanol

Conditions
ConditionsYield
With hydrogen; Nishimura catalyst <(45.9% Rh/19.9% Pt) oxide> In methanol at 25℃; under 75007.5 Torr;A 40 % Spectr.
B 40 % Spectr.
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol
66605-57-0

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

Conditions
ConditionsYield
In dichloromethane Acylation;100%
In ethanol at 20℃;100%
In water at 30 - 35℃; for 1h;100%
(rac)-gossypol
303-45-7

(rac)-gossypol

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

8,8'-Bis-((S)-4-benzyl-oxazolidin-2-yl)-5,5'-diisopropyl-3,3'-dimethyl-[2,2']binaphthalenyl-1,6,7,1',6',7'-hexaol

8,8'-Bis-((S)-4-benzyl-oxazolidin-2-yl)-5,5'-diisopropyl-3,3'-dimethyl-[2,2']binaphthalenyl-1,6,7,1',6',7'-hexaol

Conditions
ConditionsYield
In methanol for 5h; Ambient temperature;100%
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

N-Benzyloxycarbonyl-L-proline
1148-11-4

N-Benzyloxycarbonyl-L-proline

benzyl 2-[(1-benzyl-2-hydroxyethyl)carbamoyl]pyrrolidine-1-carboxylate
88084-14-4

benzyl 2-[(1-benzyl-2-hydroxyethyl)carbamoyl]pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 25℃; for 2.5h;100%
Stage #1: N-Benzyloxycarbonyl-L-proline With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran; N,N-dimethyl-formamide at -9 - -5℃; for 0.1h;
Stage #2: L-Phenylalaninol In tetrahydrofuran; N,N-dimethyl-formamide at -5 - 20℃; for 20h; Solvent; Temperature; Reagent/catalyst;
95%
With 4-methyl-morpholine; chloroformic acid ethyl ester In ethyl acetate at -15 - 20℃; for 15h; Inert atmosphere; Schlenk technique;75%
Stage #1: N-Benzyloxycarbonyl-L-proline With TEA; chloroformic acid ethyl ester In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: L-Phenylalaninol In tetrahydrofuran for 20h;
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

Diethyl carbonate
105-58-8

Diethyl carbonate

(S)-4-Benzyl-2-oxazolidinone
90719-32-7

(S)-4-Benzyl-2-oxazolidinone

Conditions
ConditionsYield
With potassium carbonate In ethyl acetate at 120 - 130℃; for 3h;100%
With potassium carbonate In ethanol at 130 - 135℃; for 1h;88%
With potassium carbonate at 135 - 140℃; for 2h;84%
phthalic anhydride
85-44-9

phthalic anhydride

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(-)-(S)-2-(1-benzyl-2-hydroxyethyl)-1H-isoindole-1,3(2H)-dione
70451-01-3

(-)-(S)-2-(1-benzyl-2-hydroxyethyl)-1H-isoindole-1,3(2H)-dione

Conditions
ConditionsYield
With triethylamine In toluene at 145℃; for 41h;100%
With triethylamine In toluene for 3h; Condensation; Heating;96%
at 200℃; for 3h;94%
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(S)-(-)-2-amino-3-phenyl-1-(tert-butyldimethylsilyloxy)propane
221045-94-9

(S)-(-)-2-amino-3-phenyl-1-(tert-butyldimethylsilyloxy)propane

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 21h; Substitution;100%
With triethylamine In dichloromethane at 20℃; for 24h; Inert atmosphere; Cooling;89%
With dmap; triethylamine In dichloromethane at 20℃;88%
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

benzene-1,3-dicarbonyl dichloride
99-63-8

benzene-1,3-dicarbonyl dichloride

N1,N3-bis[(S)-1-hydroxy-3-phenylpropan-2-yl]isophthalamide
475110-10-2

N1,N3-bis[(S)-1-hydroxy-3-phenylpropan-2-yl]isophthalamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 12h;100%
With triethylamine In dichloromethane at 0 - 25℃; for 8h;70%
With triethylamine In dichloromethane at 0 - 20℃;53%
2-methyl-benzyl alcohol
89-95-2

2-methyl-benzyl alcohol

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

2-{[(E)-(S)-1-Hydroxymethyl-2-phenyl-ethylimino]-methyl}-phenol
850449-41-1

2-{[(E)-(S)-1-Hydroxymethyl-2-phenyl-ethylimino]-methyl}-phenol

Conditions
ConditionsYield
With sodium sulfate In methanol for 12h; Heating;100%
In ethanol at 20℃;
With magnesium sulfate In methanol Heating;
In methanol
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

3-(triisopropylsilyl)propiolic acid
839697-82-4

3-(triisopropylsilyl)propiolic acid

(1S)-3-(triisopropylsilanyl)propynoic acid (1-benzyl-2-hydroxyethyl)amide
839698-01-0

(1S)-3-(triisopropylsilanyl)propynoic acid (1-benzyl-2-hydroxyethyl)amide

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 20h;100%
2,2-dimethylmalononitrile
7321-55-3

2,2-dimethylmalononitrile

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(4S,4S')-(-)-2,2'-(1-methylethylidene)bis[4,5-dihydro-4-(phenylmethyl)oxazole]
176706-98-2

(4S,4S')-(-)-2,2'-(1-methylethylidene)bis[4,5-dihydro-4-(phenylmethyl)oxazole]

Conditions
ConditionsYield
With zinc trifluoromethanesulfonate In toluene for 48h; Heating;100%
With zinc(II) chloride In chlorobenzene for 24h; Inert atmosphere; Reflux;75%
With zinc(II) chloride In chlorobenzene for 72h; Reflux;24%
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(2S)-2-cyanopyrrolidine-1-carboxylic acid benzyl ester
63808-36-6

(2S)-2-cyanopyrrolidine-1-carboxylic acid benzyl ester

(2S)-2-{(4S)-4-benzyl-4,5-dihydro-1,3-oxazol-2-yl}pyrrolidine-1-carboxylic acid benzyl ester
700875-99-6

(2S)-2-{(4S)-4-benzyl-4,5-dihydro-1,3-oxazol-2-yl}pyrrolidine-1-carboxylic acid benzyl ester

Conditions
ConditionsYield
With zinc(II) chloride In chlorobenzene Heating;100%
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(2-formylphenyl)(diphenyl)phosphine
50777-76-9

(2-formylphenyl)(diphenyl)phosphine

(S)-2-(2-(diphenylphosphino)benzylideneamino)-3-phenylpropan-1-ol
202345-92-4

(S)-2-(2-(diphenylphosphino)benzylideneamino)-3-phenylpropan-1-ol

Conditions
ConditionsYield
With sodium sulfate In ethanol Heating;100%
2-chloropropionyl chloride
7623-09-8

2-chloropropionyl chloride

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

C15H19Cl2NO3
1048970-96-2

C15H19Cl2NO3

Conditions
ConditionsYield
In dichloromethane at 20℃; for 16h;100%
ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(S)-2,2,2-trifluoro-N-(1-hydroxy-3-phenylpropan-2-yl)acetamide
64889-55-0

(S)-2,2,2-trifluoro-N-(1-hydroxy-3-phenylpropan-2-yl)acetamide

Conditions
ConditionsYield
In methanol at 20℃; for 2.5h;100%
tert-butyldicarbonate
34619-03-9

tert-butyldicarbonate

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol
66605-57-0

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water at 20℃; for 24h;100%
3-[(phenylcarbamoyl)amino]benzoic acid
20632-57-9

3-[(phenylcarbamoyl)amino]benzoic acid

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(S)-N-(1-hydroxy-3-phenylpropan-2-yl)-3-(3-phenylureido)benzamide

(S)-N-(1-hydroxy-3-phenylpropan-2-yl)-3-(3-phenylureido)benzamide

Conditions
ConditionsYield
Stage #1: 3-[(phenylcarbamoyl)amino]benzoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: L-Phenylalaninol In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;
100%
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

C37H37O2P

C37H37O2P

C46H48NO2P

C46H48NO2P

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; Inert atmosphere; Cooling with ice;100%
4-(4-bromophenyl)-4-oxo-butyric acid
6340-79-0

4-(4-bromophenyl)-4-oxo-butyric acid

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(3S,7aS)-3-benzyl-7a-(4-bromophenyl)tetrahydropyrrolo[2,1-b]oxazol-5(6H)-one

(3S,7aS)-3-benzyl-7a-(4-bromophenyl)tetrahydropyrrolo[2,1-b]oxazol-5(6H)-one

Conditions
ConditionsYield
In toluene Reflux; Dean-Stark; stereoselective reaction;99.8%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(S)-N,N'-bis<1-(hydroxymethyl)-2-phenylethyl>ethanediamide
19071-60-4, 133464-01-4

(S)-N,N'-bis<1-(hydroxymethyl)-2-phenylethyl>ethanediamide

Conditions
ConditionsYield
In methanol at 20℃; for 0.583333h;99%
In methanol at 20℃; for 0.5h;99%
In methanol at 20℃; for 0.0833333h;99%
carbon disulfide
75-15-0

carbon disulfide

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(4S)-4-benzyl-1,3-oxazolidine-2-thione
131744-19-9, 145588-94-9

(4S)-4-benzyl-1,3-oxazolidine-2-thione

Conditions
ConditionsYield
With dihydrogen peroxide; potassium carbonate In ethanol at 50℃;99%
With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine In dichloromethane at 20℃; for 20h; Condensation; Cyclization;98%
With dihydrogen peroxide; potassium carbonate In ethanol at 50℃; for 0.0833333h;98%
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

1-chloro-2(S)-amino-phenylpropane hydrochloride
100431-28-5

1-chloro-2(S)-amino-phenylpropane hydrochloride

Conditions
ConditionsYield
With thionyl chloride In N,N-dimethyl-formamide at 120℃; for 2h;99%
With hydrogenchloride; thionyl chloride
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

methyl chloroformate
79-22-1

methyl chloroformate

N-[(1S)-2-Hydroxy-1-benzylethyl]methoxy carboxamide
10289-05-1

N-[(1S)-2-Hydroxy-1-benzylethyl]methoxy carboxamide

Conditions
ConditionsYield
With potassium carbonate In methanol at 20℃; Acylation;99%
With potassium carbonate In tetrahydrofuran; water at 0 - 20℃; for 2.16667h; Yield given;
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

benzyl bromide
100-39-0

benzyl bromide

(S)-2-(dibenzylamino)-3-phenylpropan-1-ol
111060-52-7

(S)-2-(dibenzylamino)-3-phenylpropan-1-ol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 0℃; for 0.333333h;99%
With potassium carbonate In ethanol; water for 0.5h; Reflux;96%
Stage #1: L-Phenylalaninol With potassium carbonate In methanol; water for 0.166667h; Reflux;
Stage #2: benzyl bromide In methanol; water for 1h; Heating;
93%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(S,2E)-2-((E)-3-phenylallylideneamino)-3-phenylpropan-1-ol
216306-33-1

(S,2E)-2-((E)-3-phenylallylideneamino)-3-phenylpropan-1-ol

Conditions
ConditionsYield
In diethyl ether for 1.33333h; Ambient temperature;99%
With magnesium sulfate In dichloromethane at 20℃; for 0.333333h;99%
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

2-methyl-4-methoxy-2H-1,2-benzothiazine-3-carboxylic acid 1,1-dioxide
208051-70-1

2-methyl-4-methoxy-2H-1,2-benzothiazine-3-carboxylic acid 1,1-dioxide

N-(2-methyl-4-methoxy-2H-1,2-benzothiazine-3-carbonyl)-L-phenylalaninol 1,1-dioxide
208051-74-5

N-(2-methyl-4-methoxy-2H-1,2-benzothiazine-3-carbonyl)-L-phenylalaninol 1,1-dioxide

Conditions
ConditionsYield
With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol99%
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(S)-3-phenyl-2-((2-(phenylsulfonyl)ethyl)amino)propan-1-ol
640296-86-2

(S)-3-phenyl-2-((2-(phenylsulfonyl)ethyl)amino)propan-1-ol

Conditions
ConditionsYield
In isopropyl alcohol for 48h; Heating;99%
L-Phenylalaninol
3182-95-4

L-Phenylalaninol

ortho-toluoyl chloride
933-88-0

ortho-toluoyl chloride

(2S)-2-o-toluamide-3-phenylpropanol
497954-01-5

(2S)-2-o-toluamide-3-phenylpropanol

Conditions
ConditionsYield
With potassium hydroxide In dichloromethane at 0 - 20℃;99%
With triethylamine In tetrahydrofuran for 1h;

L-Phenylglycinol Chemical Properties

Molecular structure of L-Phenylglycinol (CAS NO.3182-95-4) is:

Product Name: L-Phenylglycinol
CAS Registry Number: 3182-95-4
IUPAC Name: 2-amino-3-phenylpropan-1-ol
Molecular Weight: 151.20562 [g/mol]
Molecular Formula: C9H13NO
XLogP3: 0.7
H-Bond Donor: 2
H-Bond Acceptor: 2 
EINECS: 221-674-4
Melting Point: 92-94 °C(lit.)
Storage temp.: -15 °C
Sensitive: Air Sensitive  
Surface Tension: 46.6 dyne/cm
Density: 1.077 g/cm3
Flash Point: 137.5 °C
Enthalpy of Vaporization: 57.46 kJ/mol
Boiling Point: 303.8 °C at 760 mmHg
Vapour Pressure: 0.0004 mmHg at 25°C
Product Categories: Pharmaceutical Intermediates;Amino Alcohols;chiral;Chiral Reagent;Phenylalanine [Phe, F];Amino Alcohols (Chiral);Chiral Building Blocks;for Resolution of Acids;Optical Resolution;Synthetic Organic Chemistry;Amino alcohols;Benzene derivatives

L-Phenylglycinol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD oral > 1gm/kg (1000mg/kg)   Journal of Medicinal Chemistry. Vol. 11, Pg. 854, 1968.
mouse LD50 intraperitoneal 76mg/kg (76mg/kg)   Journal of Medicinal Chemistry. Vol. 20, Pg. 1578, 1977.

L-Phenylglycinol Safety Profile

Safty information about L-Phenylglycinol (CAS NO.3182-95-4) is:
Hazard Codes: CorrosiveC
Risk Statements: 34 
R34:Causes burns.
Safety Statements: 26-36/37/39-45-24/25-27 
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.) 
S24/25:Avoid contact with skin and eyes. 
S27:Take off immediately all contaminated clothing.
RIDADR: UN 3259 8/PG 3
WGK Germany: 3
RTECS: UA6900000
F: 10-23
HS Code: 29221980

L-Phenylglycinol Specification

 L-Phenylglycinol , its cas register number is 3182-95-4. It also can be called (S)-2-Benzylethanolamine ; (S)-beta-Aminobenzenepropanol ; L-2-Amino-3-phenyl-1-propanol ; S-Phenylalaninol ; 1-Propanol, 2-amino-3-phenyl-, L- ; Benzenepropanol, beta-amino-, (S)- (9CI) ; L-2-Amino-3-phenylpropan-1-ol .It is a white to light yellow crystal powder.

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