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(2S,3S,4R)-2-Amino-1,3,4-octadecanetriol
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Name

(2S,3S,4R)-2-Amino-1,3,4-octadecanetriol

 EINECS N/A
CAS No. 554-62-1 Density 0.983 g/cm3
PSA 86.71000 LogP 3.81930
Solubility 2.6mg/L at 20℃ Melting Point 102 °C
Formula C18H39NO3 Boiling Point 483.733 °C at 760 mmHg
Molecular Weight 317.513 Flash Point 246.353 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 554-62-1 (PHYTOSPHINGOSINE) Hazard Symbols N/A
Synonyms

1,3,4-Octadecanetriol,2-amino-, D-ribo- (8CI);1,3,4-Octadecanetriol, 2-amino-, [2S-(2R*,3R*,4S*)]-;Phytosphingosine (6CI);(+)-D-ribo-Phytosphingosine;4-D-Hydroxysphinganine;4D-Hydroxysphinganine;C18-Phytosphingosine;Sphinganine, 4-D-hydroxy-;D-ribo-1,3,4-Trihydroxy-2-aminooctadecane;(2S,3S,4R)-2-Aminooctadecane-1,3,4-triol;

Article Data 59

(2S,3S,4R)-2-Amino-1,3,4-octadecanetriol Synthetic route

471891-18-6

(2S,3S,4R,5Z)-2-azido-3,4-dibenzyloxy-5-octadecen-1-ol

554-62-1

D-ribo-phytosphingosine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal96%
124127-36-2

(S)-tert-butyl 4-[(1S,2R)-1,2-dihydroxyhexadecyl]-2,2-dimethyloxazolidine-3-carboxylate

554-62-1

D-ribo-phytosphingosine

Conditions
ConditionsYield
With water; trifluoroacetic acid for 0.25h;95%
With trifluoroacetic acid In water at 20℃; for 0.5h; Hydrolysis;92%
With trifluoroacetic acid In water68%
With trifluoroacetic acid In water for 1h; Hydrolysis;
With trifluoroacetic acid at 20℃; for 0.333333h;
117168-59-9

(2S,3S,4R)-2-azido-1,3,4-octadecanetriol

554-62-1

D-ribo-phytosphingosine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran 1.) 30 min, RT; 2.) 1 h, reflux;95%
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 48h;94%
With pyridine; hydrogen sulfide; water Ambient temperature;87%

(2S,3S,4R)-2-azidooctadec-6-yne-1,3,4-triol

554-62-1

D-ribo-phytosphingosine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol Ambient temperature;93%
925222-46-4

(2S,3S,4R)-2-[(R)-1-phenylethylamino]octadecane-1,3,4-triol

554-62-1

D-ribo-phytosphingosine

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In ethanol at 20℃; under 5171.48 Torr;92%
1094213-81-6

(2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-3-hydroxy-octadecan-4-yl benzoate

554-62-1

D-ribo-phytosphingosine

Conditions
ConditionsYield
Stage #1: (2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-phthalimido-3-hydroxy-octadecan-4-yl benzoate With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;
Stage #2: With hydrazine In methanol for 7h; Reflux; Inert atmosphere;		89%
111394-76-4, 111466-47-8

(2S,3S,4R)-2-amino-1-benzoyloxy-octadecane-3,4-diol

554-62-1

D-ribo-phytosphingosine

Conditions
ConditionsYield
With potassium hydroxide In methanol 22 deg C, 12 h. then 60 deg C, 3 h.;85%
175696-50-1

tert-butyl [(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]carbamate

554-62-1

D-ribo-phytosphingosine

Conditions
ConditionsYield
With trifluoroacetic acid In water at 20℃; for 0.5h;82%
With trifluoroacetic acid In water at 20℃; for 0.5h; Inert atmosphere;82%
With trifluoroacetic acid at 20℃; for 0.5h;43%

(2R,3S,4R)-2-amino-3-hydroxyoctadecane-1,4-lactone hydrochloride

554-62-1

D-ribo-phytosphingosine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 72h; Heating;82%
219697-93-5

(2S,3S,4R)-2-benzylamino-1,3,4-dihydroxyoctadecane

554-62-1

D-ribo-phytosphingosine

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In ethanol under 2585.74 Torr; for 16h;80%
With hydrogen; palladium dihydroxide In methanol Yield given;

(2S,3S,4R)-2-Amino-1,3,4-octadecanetriol Specification

The 1,3,4-Octadecanetriol,2-amino-, (2S,3S,4R)-, with the CAS registry number 554-62-1, is also known as 4-D-Hydroxysphinganine. This chemical's molecular formula is C18H39NO3 and molecular weight is 317.51. What's more, its systematic name is (2S,3S,4R)-2-Aminooctadecane-1,3,4-triol. Its storage temperature is -20 °C.

Physical properties of 1,3,4-Octadecanetriol,2-amino-, (2S,3S,4R)- are: (1)ACD/LogP: 4.52; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 1.468; (4)ACD/LogD (pH 7.4): 2.431; (5)ACD/BCF (pH 5.5): 1.423; (6)ACD/BCF (pH 7.4): 13.06; (7)ACD/KOC (pH 5.5): 6.079; (8)ACD/KOC (pH 7.4): 55.808; (9)#H bond acceptors: 4; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 20; (12)Polar Surface Area: 86.71 Å2; (13)Index of Refraction: 1.49; (14)Molar Refractivity: 93.456 cm3; (15)Molar Volume: 322.982 cm3; (16)Polarizability: 37.049×10-24cm3; (17)Surface Tension: 41.477 dyne/cm; (18)Density: 0.983 g/cm3; (19)Flash Point: 246.353 °C; (20)Enthalpy of Vaporization: 86.297 kJ/mol; (21)Boiling Point: 483.733 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCCCCCCCCCCCCC[C@H]([C@H]([C@H](CO)N)O)O
(2)InChI: InChI=1S/C18H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20/h16-18,20-22H,2-15,19H2,1H3/t16-,17+,18-/m0/s1
(3)InChIKey: AERBNCYCJBRYDG-KSZLIROESA-N

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