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[ CAS No. 2835-06-5 ] {[proInfo.proName]}

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Chemical Structure| 2835-06-5
Chemical Structure| 2835-06-5
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Product Citations

Product Citations

Kaili Yan ; Morgan L. Huddleston ; Brett A. Gerdes , et al. DOI:

Abstract: Electrochemical conversion of biomass-derived intermediate compounds to high-value products has emerged as a promising approach in the field of biorefinery. Biomass upgrading allows for the production of chemicals from non-fossil-based carbon sources and capitalization on electricity as a green energy input. Amino acids, as products of biomass upgrading, have received relatively little attention. Pharmaceutical and food industries will benefit from an alternative strategy for the production of amino acids that does not rely on inefficient fermentation processes. The use of renewable biomass resources as starting materials makes this proposed strategy more desirable. Herein, we report an electrochemical approach for the selective oxidation of biomass-derived α-hydroxyl acids to α-keto acids, followed by electrochemical reductive amination to yield amino acids as the final products. Such a strategy takes advantage of both reactions at the anode and cathode and produces amino acids under ambient conditions with high energy efficiency. A flow electrolyzer was also successfully employed for the conversion of α-hydroxyl acids to amino acids, highlighting its great potential for large-scale application.

Purchased from AmBeed: ; ; ; ; 56-40-6 ; 156-06-9 ; ; ; ; ; ; 828-01-3 ; ;

Product Details of [ 2835-06-5 ]

CAS No. :2835-06-5 MDL No. :MFCD00064402
Formula : C8H9NO2 Boiling Point : No data available
Linear Structure Formula :- InChI Key :-
M.W : 151.16 Pubchem ID :-
Synonyms :

Calculated chemistry of [ 2835-06-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 40.69
TPSA : 63.32 ?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) : -8.43 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.9
Log Po/w (XLOGP3) : -1.7
Log Po/w (WLOGP) : 0.45
Log Po/w (MLOGP) : -1.43
Log Po/w (SILICOS-IT) : 0.52
Consensus Log Po/w : -0.25

Druglikeness

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

Water Solubility

Log S (ESOL) : 0.02
Solubility : 159.0 mg/ml ; 1.05 mol/l
Class : Highly soluble
Log S (Ali) : 0.88
Solubility : 1160.0 mg/ml ; 7.64 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : -1.44
Solubility : 5.46 mg/ml ; 0.0361 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.44

Safety of [ 2835-06-5 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501 UN#:
Hazard Statements:H302-H312-H332 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 2835-06-5 ]

* 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 [ 2835-06-5 ]

[ 2835-06-5 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 2835-06-5 ]
  • [ 14257-84-2 ]
  • 2
  • [ 108-24-7 ]
  • [ 2835-06-5 ]
  • [ 14257-84-2 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In water; N,N-dimethyl-formamide; at 20℃; General procedure: To a solution of amino acid (50 mmol) in a 50 mL solution (25 mL DMF and 25 mL H2O), 52 mmol of acetic anhydride and triethylamine (60 mmol, 6.06 g) were added. The solution was stirred at room temperature overnight. After reaction, the solution was evacuated at reduced pressure to remove DMF. The residue was added to 30 mL of H2O, stirred at rt for 40 min, after which the pH value of the solution was changed to 7.0 with a solution of sodium carbonate and extracted with 20 mL of ethyl acetate three times. The combined organic solution was washed with saturated brine and then dried over anhydrous magnesium sulfate. The organic solution was evacuated to remove the organic solvent, and the residue was chromatographed to afford pure amino acid amides.
  • 3
  • NaOH-dissolved [ No CAS ]
  • [ 2835-06-5 ]
  • [ 14257-84-2 ]
YieldReaction ConditionsOperation in experiment
553 g (87%) With sodium hydroxide; acetic anhydride; In water-are; water; (a) D-alpha-Acetamido-alpha-phenylacetic acid (2a) 500 g (3.31 mol) of D-alpha-amino-alpha-phenylacetic acid are suspended in 6 liters of water, and the suspension is cooled to 10 C. and 132 g (3.31 mol) of NaOH dissolved in 1,000 ml of water are added. After 15 minutes, 675 g (6.62 mol) of acetic anhydride and then 397 g (9.93 mol) of NaOH--dissolved in 1,000 ml of water--are poured into the clear solution at 0 C., stirring rapidly. The temperature increases from 0 C. to 30 C. during this. The solution is stirred for a further 20 minutes at pH 9 to 10 in an ice/sodium chloride bath and is then acidified to pH 1 with concentrated hydrochloric acid (about 1 liter). The suspension is then stirred for 10 minutes, cooled to 10 C., filtered with suction and washed with 10 liters of water. The product is dried over KOH in vacuo. Yield: 553 g (87%). C10 H11 NO3 (193.2). Melting point 190-191 C. [alpha]58920 =-218.6 (C=1, C2 H5 OH).
  • 4
  • [ 75-36-5 ]
  • [ 2835-06-5 ]
  • [ 14257-84-2 ]
  • 5
  • [ 103854-64-4 ]
  • [ 2835-06-5 ]
  • [ 1415735-19-1 ]
  • 6
  • [ 612-28-2 ]
  • [ 2835-06-5 ]
  • [ 2622-63-1 ]
YieldReaction ConditionsOperation in experiment
79% With potassium carbonate; In toluene; at 140℃; for 24h;Schlenk technique; Sealed tube; In a clean dry 10 ml Schlenk reaction tube, sequentially adding a 2-nitro-N-methylaniline 38 mg, benzene glycine 113 mg, potassium carbonate 80 mg, in order to 1 ml of toluene as a solvent, the reaction tube seal, in 140 °C reaction under 24 hours. After the reaction, the reaction mixture directly by rotating the evaporimeter turns on lathe does, then the volume ratio of 8:1 of petroleum ether and ethyl acetate as the eluant, by separating by silica gel column, to obtain 39 mg light yellow solid, yield 79percent.
  • 7
  • [ 69976-70-1 ]
  • [ 2835-06-5 ]
  • [ 68674-69-1 ]
YieldReaction ConditionsOperation in experiment
90% With palladium; In water; at 130℃; for 20h;Inert atmosphere; Schlenk technique; In a clean dry 10 ml Schlenk reaction tube, the mass fraction of sequentially adding 10% Pd/C4 . 5 mg, 5-methyl-2-nitro-acetophenone 45 mg, benzene glycine 113 mg, 1 ml of water as a solvent, is condensed on the return is, under the protection of nitrogen 130 o C reaction 20 hours. After the reaction, through the filter, the catalyst can be directly used in the next cycle, the filtrate after direct turns on lathe does a small amount of petroleum ether and ethyl acetate (volume ratio is 40:1) dissolving, through a short silica gel column of column separation, to obtain 54 mg white solid, yield 90%.
  • 8
  • [ 456-88-2 ]
  • [ 2835-06-5 ]
  • 3,5-bis(3-fluorophenyl)-2-phenylpyridine [ No CAS ]
  • 9
  • [ 652-12-0 ]
  • [ 2835-06-5 ]
  • 2-phenyl-2-(4,5,6,7-tetrafluoro-1,3-dioxoisoindolin-2-yl)acetic acid [ No CAS ]
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