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[ CAS No. 108963-96-8 ] {[proInfo.proName]}

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Chemical Structure| 108963-96-8
Chemical Structure| 108963-96-8
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Product Citations

Product Citations

Grace L. Trammel ; Prashansa B. Kannangara ; Dmytro Vasko , et al. DOI: PubMed ID:

Abstract: Two catalytic systems have been developed for the arylboration of endocyclic enecarbamates to deliver synthetically versatile borylated saturated Nheterocycles in good regio- and diastereoselectivities. A Cu/Pd dual catalytic reaction enables the synthesis of borylated, α-arylated azetidines, while a Ni-catalysed arylboration reaction efficiently functionalizes 5-, 6-, and 7-membered enecarbamates. In the case of the Cu/Pdsystem, a remarkable additive effect was identified that allowed for broader scope. The products are synthetically useful, as demonstrated by manipulations of the boronic ester to access biologically active compounds.

Keywords: Alkene ; Arylation ; Boron ; Cross Coupling ; Heterocycle

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Product Details of [ 108963-96-8 ]

CAS No. :108963-96-8 MDL No. :MFCD06809720
Formula : C11H17NO5 Boiling Point : No data available
Linear Structure Formula :- InChI Key :FNTAOUUEQHKLIU-ZETCQYMHSA-N
M.W : 243.26 Pubchem ID :10868485
Synonyms :
Chemical Name :1-(tert-Butyl) 2-methyl (S)-5-oxopyrrolidine-1,2-dicarboxylate

Calculated chemistry of [ 108963-96-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 17
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.73
Num. rotatable bonds : 5
Num. H-bond acceptors : 5.0
Num. H-bond donors : 0.0
Molar Refractivity : 62.88
TPSA : 72.91 ?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) : -7.14 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.46
Log Po/w (XLOGP3) : 0.91
Log Po/w (WLOGP) : 0.7
Log Po/w (MLOGP) : 0.53
Log Po/w (SILICOS-IT) : 0.48
Consensus Log Po/w : 1.02

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.59
Solubility : 6.23 mg/ml ; 0.0256 mol/l
Class : Very soluble
Log S (Ali) : -2.03
Solubility : 2.29 mg/ml ; 0.00941 mol/l
Class : Soluble
Log S (SILICOS-IT) : -0.97
Solubility : 26.2 mg/ml ; 0.108 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.93

Safety of [ 108963-96-8 ]

Signal Word:Warning Class:
Precautionary Statements:P280-P305+P351+P338 UN#:
Hazard Statements:H317-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 108963-96-8 ]

* 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.

  • Upstream synthesis route of [ 108963-96-8 ]
  • Downstream synthetic route of [ 108963-96-8 ]

[ 108963-96-8 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 108963-96-8 ]
  • [ 915976-32-8 ]
Reference： [1] Chemistry - A European Journal, 2018, vol. 24, # 32, p. 8081 - 8086
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