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[ CAS No. 189114-61-2 ] {[proInfo.proName]}

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Chemical Structure| 189114-61-2
Chemical Structure| 189114-61-2
Structure of 189114-61-2 * Storage: {[proInfo.prStorage]}

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Product Citations

Product Citations      Expand+

Hintzsche, Samuel J. ; Vang, Zoua Pa ; Rivera Torres, Emanuel , et al. DOI: PubMed ID:

Abstract: Selective deuterium installation into small molecules is becoming increasingly desirable not only for the elucidation of mechanistic pathways and studying biological processes but also because of deuterium's ability to favorably adjust the pharmacokinetic parameters of bioactive molecules. Fused bicyclic moieties, especially those containing heteroatoms, are prevalent in drug discovery and pharmaceuticals. Herein, we report a copper-catalyzed transfer hydrodeuteration of cyclic and heterocyclic alkenes, which enables the synthesis of chromans, quinolinones, and tetrahydronaphthalenes that are precisely deuterated at the benzylic position. We also demonstrate the ability to place one deuterium atom at the homobenzylic site of these scaffolds with high regioselectivity by swapping transfer reagents for their isotopic analogs. Furthermore, examples of chemoselective transfer hydrogenation and transfer deuteration are disclosed, allowing for the simultaneous incorporation of two vicinal hydrogen or deuterium atoms into a double bond.

Keywords: copper ; deuteration ; hydrodeuteration ; hydrogenation ; transition metal catalysis

Purchased from AmBeed: ; ; ; ; 584-08-7 ; ;

Saavedra, Beatriz ; Bermejo-Lopez, Aitor ; Raeder, Majken , et al. DOI: PubMed ID:

Abstract: Unnatural amino acids are valuable building blocks with numerous applications. Here, we present a quant. technique for accessing mono-N-functionalized amino acids directly from unprotected substrates using alcs. as alkylating agents and an NHC-Ir(III) catalyst. We detail specific steps for catalyst preparation and application, as well as for catalyst recycling. The protocol excludes a few amino acids (L-cysteine, L-lysine, and L-arginine) and secondary alcs. For complete details on the use and execution of this protocol, please refer to Bermejo-Lo?ez et al. (2022).1

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Product Details of [ 189114-61-2 ]

CAS No. :189114-61-2 MDL No. :MFCD08457644
Formula : C2AgF6NO4S2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 388.01 Pubchem ID :-
Synonyms :
Silver triflimide
Chemical Name :Sliver bis(trifluoromethane sulfonimide)

Calculated chemistry of [ 189114-61-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 2
Num. H-bond acceptors : 11.0
Num. H-bond donors : 0.0
Molar Refractivity : 35.79
TPSA : 85.04 ?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) : -7.47 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 1.68
Log Po/w (WLOGP) : 5.36
Log Po/w (MLOGP) : -0.32
Log Po/w (SILICOS-IT) : -0.07
Consensus Log Po/w : 1.33

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.17
Solubility : 0.261 mg/ml ; 0.000673 mol/l
Class : Soluble
Log S (Ali) : -3.08
Solubility : 0.322 mg/ml ; 0.000831 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.15
Solubility : 2.72 mg/ml ; 0.007 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 4.3

Safety of [ 189114-61-2 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P305+P351+P338-P310 UN#:1759
Hazard Statements:H314 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 189114-61-2 ]

* 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 [ 189114-61-2 ]

[ 189114-61-2 ] Synthesis Path-Downstream   1~3

  • 1
  • bis(η3-allyl-μ-chloropalladium(II)) [ No CAS ]
  • [ 1088-00-2 ]
  • [ 189114-61-2 ]
  • [ 948859-38-9 ]
  • 2
  • [ 174899-82-2 ]
  • [ 189114-61-2 ]
  • [ 1422393-56-3 ]
  • 3
  • [ 39769-09-0 ]
  • C8H4FN3 [ No CAS ]
  • [ 189114-61-2 ]
  • C2F6NO4S2(1-)*C33H20F5N2(1+) [ No CAS ]
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