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(1S,2S)-(+)-2-Amino-1-phenyl-1,3-propanediol
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Name

(1S,2S)-(+)-2-Amino-1-phenyl-1,3-propanediol

 EINECS 248-867-6
CAS No. 28143-91-1 Density 1.206 g/cm3
PSA 66.48000 LogP 0.73990
Solubility N/A Melting Point 110 °C
Formula C9H13NO2 Boiling Point 360.6 °C at 760 mmHg
Molecular Weight 167.208 Flash Point 171.9 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 28143-91-1 ((1S,2S)-(+)-2-Amino-1-phenyl-1,3-propanediol) Hazard Symbols IrritantXi
Synonyms

1,3-Propanediol,2-amino-1-phenyl-, L-threo-(+)- (8CI);1,3-Propanediol, 2-amino-1-phenyl-,[S-(R*,R*)]-;(1S,2S)-(+)-1-Phenyl-2-amino-1,3-propanediol;(1S,2S)-2-Amino-1-phenyl-1,3-propanediol;(2S,3S)-3-Phenylpropane-2-amine-1,3-diol;(S,S)-2-Amino-1-phenyl-1,3-propanediol;L-(+)-threo-1-Phenyl-2-amino-1,3-propanediol;

Article Data 45

(1S,2S)-(+)-2-Amino-1-phenyl-1,3-propanediol Synthetic route

119677-35-9

(2R,3S)-2-amino-3-hydroxy-3-phenyl-propionic acid ethyl ester

28143-91-1

(1S,2S)-2-amino-1-phenyl-1,3-diol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
3306-06-7, 5285-86-9, 28143-91-1, 36391-67-0, 36391-68-1, 46032-98-8, 55057-81-3, 105452-39-9, 119364-52-2

(+/-)-threo-2-amino-1-phenyl-1,3-propanediol

28143-91-1

(1S,2S)-2-amino-1-phenyl-1,3-diol

Conditions
ConditionsYield
With L-Tartaric acid
With L-(-)-O,O'-dibenzoyltartaric acid
With (1S)-(+)-3-bromocamphor-10-sulfonic acid
With D-Glutamic acid
91247-54-0

1-Phenyl-2-acetamido-1,3-propandiol

A

28143-91-1

(1S,2S)-2-amino-1-phenyl-1,3-diol

B

46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

C

105452-39-9

(1R,2S)-(+)-2-amino-1-phenyl-1,3-propanediol

D

119364-52-2

(1S,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
hydrolysis;
125219-10-5

((1S,2S)-2-Hydroxy-1-hydroxymethyl-2-phenyl-ethyl)-carbamic acid 2-(4-methoxy-phenyl)-2-oxo-ethyl ester

A

28143-91-1

(1S,2S)-2-amino-1-phenyl-1,3-diol

B

100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
Irradiation; mild conditions;
(1S,2S)-2-amino-1-<4-amino-phenyl>-propane-1,3-diol

(1S,2S)-2-amino-1-<4-amino-phenyl>-propane-1,3-diol

28143-91-1

(1S,2S)-2-amino-1-phenyl-1,3-diol

Conditions
ConditionsYield
With hypophosphorous acid; sodium nitrite
(5S)-2,2-dimethyl-4c-phenyl-<1,3>dioxan-5r-ylamine

(5S)-2,2-dimethyl-4c-phenyl-<1,3>dioxan-5r-ylamine

28143-91-1

(1S,2S)-2-amino-1-phenyl-1,3-diol

Conditions
ConditionsYield
With mineral acid
(+-)-2,2-dimethyl-4c-phenyl-<1,3>dioxan-5r-ylamine

(+-)-2,2-dimethyl-4c-phenyl-<1,3>dioxan-5r-ylamine

A

28143-91-1

(1S,2S)-2-amino-1-phenyl-1,3-diol

B

46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
With (1S)-(+)-3-bromocamphor-10-sulfonic acid; ethyl acetate
167082-56-6

tert-butyl [(1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl]carbamate

28143-91-1

(1S,2S)-2-amino-1-phenyl-1,3-diol

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 4h;
50-00-0

formaldehyd

28143-91-1

(1S,2S)-2-amino-1-phenyl-1,3-diol

C30H39N3O6

Conditions
ConditionsYield
In methanol at 20℃; for 16h;100%
28143-91-1

(1S,2S)-2-amino-1-phenyl-1,3-diol

501-53-1

benzyl chloroformate

127102-27-6

benzyl L-threo-1,3-dihydroxy-1-phenylpropan-2-yl-carbamate

Conditions
ConditionsYield
With sodium hydrogencarbonate In water Ambient temperature;99%
With triethylamine In methanol for 1h; Ambient temperature;91%

(1S,2S)-(+)-2-Amino-1-phenyl-1,3-propanediol Chemical Properties

IUPAC Name: 2-amino-1-phenylpropane-1,3-diol
The MF of (1S,2S)-(+)-2-Amino-1-phenyl-1,3-propanediol(28143-91-1): C9H13NO2
The MW of (1S,2S)-(+)-2-Amino-1-phenyl-1,3-propanediol(28143-91-1): 167.21
EINECS: 248-867-6
mp: 110 °C
alpha: 35 °(c=1, 1N HCl)
refractive index: 26.5 ° (C=1, MeOH)
Molar Refractivity: 47 cm3 
Molar Volume: 138.5 cm3 
Polarizability: 18.63 10-24 cm3 
Surface Tension: 57.8 dyne/cm 
Density: 1.206 g/cm3 
Flash Point: 171.9 °C
Enthalpy of Vaporization: 63.98 kJ/mol 
Boiling Point: 360.6 °C at 760 mmHg 
Vapour Pressure: 7.87E-06 mmHg at 25°C 
Appearance: white to light yellow crystal powder
Categories: Propanes/propenes;chiral;Amino Alcohols (Chiral);Chiral Building Blocks;Asymmetric Synthesis;for Resolution of Acids;Optical Resolution;Synthetic Organic Chemistry
Synonyms: S-BASE;LBS;Levo-Amin-odiol;threo-2-amino-1-phenyl-1,3-propanediol;L(+)-THREO-2-AMINO-1-PHENYL-1,1,3-PROPANEDIOL;L-(+)-THREO-2-AMINO-1-PHENYL-1,3-PROPANEDIOL;L-THREO-(+)-PHENYL-2-AMINO-1,3-PROPANDIOL;L-(+)-THREO-1-PHENYL-2-AMINO-1,3-PROPANEDIOL
The Structure of (1S,2S)-(+)-2-Amino-1-phenyl-1,3-propanediol(28143-91-1):

(1S,2S)-(+)-2-Amino-1-phenyl-1,3-propanediol Uses

(1S,2S)-(+)-2-Amino-1-phenyl-1,3-propanediol(28143-91-1) is used as pharmaceutical intermediates.
(1S,2S)-(+)-2-Amino-1-phenyl-1,3-propanediol(28143-91-1) is used in pharmaceutical industry.

(1S,2S)-(+)-2-Amino-1-phenyl-1,3-propanediol Safety Profile

Hazard Codes: Xi
Risk Statements: 36/37/38
36/37/38:  Irritating to eyes, respiratory system and skin 
Safety Statements: 26-36-37/39
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
37/39:  Wear suitable gloves and eye/face protection 
WGK Germany: 3

(1S,2S)-(+)-2-Amino-1-phenyl-1,3-propanediol Specification

1. First Aid Measures
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes.
Eyes:
Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
2. Handling and Storage
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
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