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[ CAS No. 22839-47-0 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 22839-47-0
Chemical Structure| 22839-47-0
Structure of 22839-47-0 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 22839-47-0 ]

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Product Details of [ 22839-47-0 ]

CAS No. :22839-47-0 MDL No. :
Formula : C14H18N2O5 Boiling Point : -
Linear Structure Formula :CH3OOCCH(CH2C6H5)NHCOCH(CH2COOH)NH2 InChI Key :IAOZJIPTCAWIRG-QWRGUYRKSA-N
M.W : 294.30 Pubchem ID :134601
Synonyms :
SC-18862;L-Aspartyl-L-Phenylalanine methyl ester;Aspartam.;Asp-phe-ome;Asp-Phe methyl ester;Nutrasweet
Chemical Name :(S)-3-Amino-4-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-4-oxobutanoic acid

Calculated chemistry of [ 22839-47-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 21
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.36
Num. rotatable bonds : 9
Num. H-bond acceptors : 6.0
Num. H-bond donors : 3.0
Molar Refractivity : 73.82
TPSA : 118.72 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -10.04 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.58
Log Po/w (XLOGP3) : -2.74
Log Po/w (WLOGP) : -0.31
Log Po/w (MLOGP) : 0.27
Log Po/w (SILICOS-IT) : 0.54
Consensus Log Po/w : -0.13

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : 0.44
Solubility : 818.0 mg/ml ; 2.78 mol/l
Class : Highly soluble
Log S (Ali) : 0.8
Solubility : 1850.0 mg/ml ; 6.29 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : -2.39
Solubility : 1.2 mg/ml ; 0.00409 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.85

Safety of [ 22839-47-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 22839-47-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 22839-47-0 ]

[ 22839-47-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 34404-33-6 ]
  • [ 22839-47-0 ]
  • [ 104055-10-9 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; sodium hydrogencarbonate; In 1,4-dioxane; water; ethyl acetate; (B) N-t-Butoxycarbonyl-D-alanyl-alphaL-aspartyl-L-phenylalanine methyl ester In 45 ml of water were dissolved 2.2 g of alpha-L-aspartyl-L-phenylalanine methyl ester and 0.6 g of sodium bicarbonate. A solution of 1.7 g of N-t-butoxycarbonyl-D-alanine N-hydroxysuccinimide ester in 45 ml of dioxane was added to the solution. The mixture was stirred at room temperature for 5 hours. After the pH was adjusted to 2.5 with 6N hydrochloric acid, 150 ml of ethyl acetate was added to the mixture. The separated ethyl acetate layer was washed with water and a saturated sodium chloride aqueous solution and then dried over anhydrous Glauber's salt. Glauber's salt was removed, and ethyl acetate was distilled off under reduced pressure. The residue was reprecipitated from ethyl acetate/hexane. Yield 2.0 g.
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