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[ CAS No. 284492-22-4 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 284492-22-4
Chemical Structure| 284492-22-4
Chemical Structure| 284492-22-4
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Quality Control of [ 284492-22-4 ]

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Product Citations

Product Details of [ 284492-22-4 ]

CAS No. :284492-22-4 MDL No. :MFCD02090669
Formula : C14H18N2O6 Boiling Point : -
Linear Structure Formula :- InChI Key :VSSDZTCJXHBUGF-UHFFFAOYSA-N
M.W : 310.30 Pubchem ID :2756813
Synonyms :

Calculated chemistry of [ 284492-22-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 22
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.43
Num. rotatable bonds : 8
Num. H-bond acceptors : 6.0
Num. H-bond donors : 2.0
Molar Refractivity : 80.16
TPSA : 121.45 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.93 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.87
Log Po/w (XLOGP3) : 1.78
Log Po/w (WLOGP) : 2.31
Log Po/w (MLOGP) : 1.04
Log Po/w (SILICOS-IT) : -0.44
Consensus Log Po/w : 1.31

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -2.56
Solubility : 0.856 mg/ml ; 0.00276 mol/l
Class : Soluble
Log S (Ali) : -3.95
Solubility : 0.0349 mg/ml ; 0.000113 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.54
Solubility : 0.895 mg/ml ; 0.00288 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.96

Safety of [ 284492-22-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 284492-22-4 ]

* 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 [ 284492-22-4 ]

[ 284492-22-4 ] Synthesis Path-Downstream   1~11

  • 1
  • [ 58632-95-4 ]
  • [ 5678-47-7 ]
  • [ 284492-22-4 ]
  • 2
  • [ 99-61-6 ]
  • [ 284492-22-4 ]
  • 3
  • [ 24424-99-5 ]
  • 3-(Amino)-3-(3-nitrophenyl)propionic acid hydrochloride [ No CAS ]
  • [ 284492-22-4 ]
YieldReaction ConditionsOperation in experiment
80% With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; for 1.5h; 20 g (95 mmol) of this intermediate and 31.2 g of di-tert-butyl dicarbonate were dissolved in 150 mL of a dioxane/water mixture (1 : 1) and 33 mL of DIEA were added. The mixture was stirred for about 90 min until full dissolution is observed. After solvent vaporation the remaining residue was dissolved in 1 L DCM and 3 times extracted with 500 mL of 5% citric acid. The organic phase was concentrated and the product precipitated with a mixture of DCM/diethylether/petrolether 1 : 1 : 1 and filtrated. After drying 23.5 g (80%) of the desired product were obtained.
  • 4
  • [ 284492-22-4 ]
  • (3R)-3-amino-3-{3-[({3-[(propylcarbamoyl)amino]phenyl}sulfonyl)amino]phenyl}propanoic acid [ No CAS ]
  • 5
  • [ 284492-22-4 ]
  • (3R)-3-[(4-nitrophenyl)carbamoyl]amino}-3-{3-[({3-[(propylcarbamoyl)amino]phenyl}sulfonyl)amino]phenyl}propanoic acid [ No CAS ]
  • 6
  • [ 284492-22-4 ]
  • (3R)-3-[(4-[(4-nitrophenoxy)carbonyl]amino}phenyl)carbamoyl]amino}-3-{3-[({3-[(propylcarbamoyl)amino]phenyl}sulfonyl)amino]phenyl}propanoic acid [ No CAS ]
  • 7
  • [ 284492-22-4 ]
  • (3R)-3-(3-aminophenyl)-3-[(tert-butoxycarbonyl)amino]propanoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
98% 5 g (16.1 mmol) of this intermediate and 3.095 g (23 mmol) (2R)-2-amino-2-phenylethanol were dissolved in acetonitrile and left at 0C for 3 days. The precipitate was filtered, dissolved in DCM and 2 times extracted with 5% citric acid. The organic phase was dried upon sodium sulfate and evaporated. This procedure was repeated twice. 1.52 g (30%) of the desired product were obtained with an ee of 95% and an [OC]D25 = +34.4 / methanol. 1500 mg (0.243 mmol) of this intermediate were dissolved in 100 mL methanol and hydrogenated on palladium/carbon for 30 min under normal pressure. The catalyst was separated off, the solution was concentrated, digested with diethyl ether, filtrated and the residue was dried in vacuo. 1334 mg (98%) of the title compound were obtained. [DC: (Dichlormethan/Methanol/Ammoniak (17%ig) (15:4:0.5); Rf= 0.18]
  • 8
  • [ 284492-22-4 ]
  • (3R)-3-[(tert-butoxycarbonyl)amino]-3-{3-[({3-[(propylcarbamoyl)amino]phenyl}sulfonyl)amino]phenyl}propanoic acid [ No CAS ]
  • 9
  • [ 284492-22-4 ]
  • (3R)-3-[(tert-butoxycarbonyl)amino]-3-(3-[(3-nitrophenyl)sulfonyl]amino}phenyl)propanoic acid [ No CAS ]
  • 10
  • [ 284492-22-4 ]
  • (3R)-3-(3-[(3-aminophenyl)sulfonyl]amino}phenyl)-3-[(tert-butoxycarbonyl)amino]propanoic acid [ No CAS ]
  • 11
  • [ 284492-22-4 ]
  • (3R)-3-[(4-aminophenyl)carbamoyl]amino}-3-{3-[({3-[(propylcarbamoyl)amino]phenyl}sulfonyl)amino]phenyl}propanoic acid [ No CAS ]
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