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[ CAS No. 73246-30-7 ] {[proInfo.proName]}

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Chemical Structure| 73246-30-7
Chemical Structure| 73246-30-7
Structure of 73246-30-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 73246-30-7 ]

CAS No. :73246-30-7 MDL No. :MFCD01677284
Formula : C9H9F2NO3 Boiling Point : -
Linear Structure Formula :- InChI Key :KPKMCRFCNWVLDA-ZETCQYMHSA-N
M.W : 217.17 Pubchem ID :21764745
Synonyms :

Calculated chemistry of [ 73246-30-7 ]

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.22
Num. rotatable bonds : 3
Num. H-bond acceptors : 6.0
Num. H-bond donors : 3.0
Molar Refractivity : 47.44
TPSA : 83.55 Ų

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) : -8.73 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.09
Log Po/w (XLOGP3) : -1.56
Log Po/w (WLOGP) : 1.47
Log Po/w (MLOGP) : -0.86
Log Po/w (SILICOS-IT) : 1.28
Consensus Log Po/w : 0.28

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.3
Solubility : 108.0 mg/ml ; 0.499 mol/l
Class : Very soluble
Log S (Ali) : 0.31
Solubility : 447.0 mg/ml ; 2.06 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : -1.86
Solubility : 3.02 mg/ml ; 0.0139 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.98

Safety of [ 73246-30-7 ]

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

Application In Synthesis of [ 73246-30-7 ]

* 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 [ 73246-30-7 ]

[ 73246-30-7 ] Synthesis Path-Downstream   1~11

  • 2
  • [ 28177-48-2 ]
  • [ 127-17-3 ]
  • [ 73246-30-7 ]
YieldReaction ConditionsOperation in experiment
With ammonium hydroxide; tyrosine phenollylase; pyridoxal 5'-phosphate; ammonium acetate; 2-hydroxyethanethiol In water Ambient temperature;
With tyrosine phenol lyase; ammonia Enzymatic reaction;
With ammonium hydroxide; tyrosine phenol lyase; pyridoxal 5'-phosphate; ammonium acetate; 2-hydroxyethanethiol at 20℃; Darkness; Enzymatic reaction;
  • 3
  • [ 28177-48-2 ]
  • [ 113-24-6 ]
  • [ 73246-30-7 ]
YieldReaction ConditionsOperation in experiment
85% With tyrosine phenol lyase; pyridoxal 5'-phosphate; 2-hydroxyethanethiol In aq. acetate buffer at 20℃; for 96h;
50% With tyrosine phenol-lyase; pyridoxal 5'-phosphate; ammonium acetate; 2-hydroxyethanethiol In water at 20℃; for 168h;
40% With tyrosine phenol lyase; pyridoxal 5'-phosphate; ammonium acetate; 2-hydroxyethanethiol at 20℃; for 72h; Enzymatic reaction;
With ammonium acetate; tyrosine phenol lyase; 2-hydroxyethanethiol at 20℃;

  • 4
  • [ 73246-30-7 ]
  • [ 197972-08-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 10percent aq. Na2CO3 / dioxane / Ambient temperature
  • 5
  • [ 73246-30-7 ]
  • C34H47F2N8O20P [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 10percent aq. Na2CO3 / dioxane / Ambient temperature 3: ATP, Csk, pyruvate kinase-lactate dehydrogenase, phosphenolpyruvate, DTT, MnCl2, Tris-HCl pH 7.4 / H2O / 48 h / 30 °C
  • 6
  • [ 28177-48-2 ]
  • ammonium pyruvate [ No CAS ]
  • [ 73246-30-7 ]
YieldReaction ConditionsOperation in experiment
With tyrosine-phenol lyase of Citrobacter freundii; ammonium acetate at 20℃; for 336h; Darkness; Enzymatic reaction;
  • 8
  • [ 28177-48-2 ]
  • [ 631-61-8 ]
  • [ 60-24-2 ]
  • [ 73246-30-7 ]
YieldReaction ConditionsOperation in experiment
With sodium pyruvate at 20 - 22℃; for 72h; Darkness; Enzymatic reaction; Synthesis of 3,5-difluorotyrosine To synthesize F2-Tyr, we transformed2,6-difluorophenol to F2-Tyr by using Citrobacter freundii (ATCC8090)tyrosine phenol lyase (TPL) following established methods 46. One liter solution containing 30 mM ammonium acetate, 60 mM sodium pyruvate, 5 mMβ -mercaptoethanol, 40 μ M PLP, and 10 mg of TPL enzyme, pH 8.0, was stirred in the dark for 3 d at room temperature (20-22 °C). The aqueous phase wasthen concentrated and purified by a C-18 column from 10% to 90% methanol,0.1% trifluoroacetic acid (v/v) in water.
  • 9
  • [ 24424-99-5 ]
  • [ 73246-30-7 ]
  • (S)-2-((tert-butoxycarbonyl)amino)-3-(3,5-difluoro-4-hydroxyphenyl)propanoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
84.4% With sodium hydrogencarbonate In water; acetonitrile at 0 - 20℃; for 12h; Step-01: Sodium (S)-2-((tert-butoxycarbonyl)amino)-3-(pyridin-2-yl)propanoate (29) To an ovendried 10-mL round-bottomed flask under N2 was added t-BuOH (15 mL), (S)-2-amino-3-(pyridin-2-yl)propanoic acid (28) (400 mg, 2.407 mmol), BOC2O (0.671 mL, 2.89 mmol) and NaOH (212 mg, 5.30 mmol) and Water (7 mL). The reaction mixture was stirred for 2h at rt. after 2h the mixture was concentrated at room temperature to dryness under reduced pressure to produce white solids of sodium (S)-2-((tert-butoxycarbonyl)amino)-3-(pyridin-2-yl)propanoate (29) (690 mg, 2.394 mmol, 99 % yield). MS (ESI): 267.2 as [M+H]+ in +Ve mode.
  • 10
  • [ 73246-30-7 ]
  • cyanomethyl (S)-2-((tert-butoxycarbonyl)amino)-3-(3,5-difluoro-4-hydroxyphenyl)propanoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / water; acetonitrile / 12 h / 0 - 20 °C 2: triethylamine / N,N-dimethyl-formamide / 12 h / 0 °C
  • 11
  • [ 73246-30-7 ]
  • (14) cyanomethyl (S)-2-amino-3-(3,5-difluoro-4-hydroxyphenyl) propanoate hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: sodium hydrogencarbonate / water; acetonitrile / 12 h / 0 - 20 °C 2: triethylamine / N,N-dimethyl-formamide / 12 h / 0 °C 3: hydrogenchloride / 1,4-dioxane; acetonitrile / 2 h / 0 - 15 °C / Inert atmosphere
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