Home Cart 0 Sign in  
X

[ CAS No. 4167-77-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 4167-77-5
Chemical Structure| 4167-77-5
Chemical Structure| 4167-77-5
Structure of 4167-77-5 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 4167-77-5 ]

Related Doc. of [ 4167-77-5 ]

Alternatived Products of [ 4167-77-5 ]

Product Details of [ 4167-77-5 ]

CAS No. :4167-77-5 MDL No. :MFCD00219321
Formula : C11H18O4 Boiling Point : -
Linear Structure Formula :- InChI Key :NAKRHRXBVSLQAO-UHFFFAOYSA-N
M.W : 214.26 Pubchem ID :77830
Synonyms :

Calculated chemistry of [ 4167-77-5 ]

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.82
Num. rotatable bonds : 6
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 55.19
TPSA : 52.6 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.97 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.79
Log Po/w (XLOGP3) : 2.3
Log Po/w (WLOGP) : 1.67
Log Po/w (MLOGP) : 1.45
Log Po/w (SILICOS-IT) : 2.17
Consensus Log Po/w : 2.08

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.22
Solubility : 1.29 mg/ml ; 0.00601 mol/l
Class : Soluble
Log S (Ali) : -3.04
Solubility : 0.194 mg/ml ; 0.000907 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.23
Solubility : 1.27 mg/ml ; 0.00594 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.26

Safety of [ 4167-77-5 ]

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

Application In Synthesis of [ 4167-77-5 ]

* 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.

  • Upstream synthesis route of [ 4167-77-5 ]
  • Downstream synthetic route of [ 4167-77-5 ]

[ 4167-77-5 ] Synthesis Path-Upstream   1~22

  • 1
  • [ 4167-77-5 ]
  • [ 5802-65-3 ]
Reference: [1] Journal of Chemical Research, Miniprint, 1993, # 8, p. 2061 - 2079
[2] Journal of the American Chemical Society, 2010, vol. 132, # 41, p. 14409 - 14411
[3] Journal of Fluorine Chemistry, 2000, vol. 102, # 1-2, p. 141 - 146
[4] Organic Process Research and Development, 2014, vol. 18, # 1, p. 26 - 35
[5] Organic and Biomolecular Chemistry, 2017, vol. 15, # 12, p. 2647 - 2654
  • 2
  • [ 110-52-1 ]
  • [ 105-53-3 ]
  • [ 4167-77-5 ]
YieldReaction ConditionsOperation in experiment
84% With tetrabutyl ammonium fluoride; potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere To a solution of 1 ,4-dibromobutane, diethylmalonate in DMF at r.t. under N2 were added K2CO3 and TBAF. The reaction mixture was then stirred at r.t. overnight. The reaction mixture was then quenched with cold water ((200. mL) and extracted with 10percent EtOAc/hexanes (3 x 150mL). The combined organic layers were washed with half- saturated brine (150 mL x 2) then brine (150 mL), dried over Na2S04 and filtered. The filtrate was concentrated to dryness and the residue was purified by flash silica gel column eluted with 2percent EtOAc/hexanes to give 36.7g (84percent yield) colorless oil.
75% With potassium carbonate; 1-butyl-3-methylimidazolium Tetrafluoroborate In N,N-dimethyl-formamide at 20℃; for 16 h; Step 1. To a solution of compound 16-1 (10 g, 62.4 mmol) in DMF (50 mL) was added 1,4- dibromobutane (14.8 g, 68.6 mmol), K2C03 (21.5 g, 155.8 mmol) and compound 16-2 (1.4 g, 6.2 mmol) at r.t. and stirred at r.t. for 16 h. The solvent was removed under reduced pressure, and the residue was partitioned between EtOAc (200 mL) and H20 (80 mL), the combined organic phase was dried and concentrated to give compound 16-3 as oil (10.0 g, Yield: 75percent). 'IT NMR (400 MHz, CDC13)
Reference: [1] Tetrahedron Letters, 2005, vol. 46, # 4, p. 635 - 638
[2] Patent: WO2013/185202, 2013, A1, . Location in patent: Paragraph 00280; 00281
[3] Patent: WO2015/95227, 2015, A2, . Location in patent: Page/Page column 96; 97
[4] Journal of Medicinal Chemistry, 2018, vol. 61, # 3, p. 989 - 1000
[5] Journal of the American Chemical Society, 2010, vol. 132, # 41, p. 14409 - 14411
[6] Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, p. 474 - 480[7] Zhurnal Organicheskoi Khimii, 1983, vol. 19, # 3, p. 541 - 548
[8] Journal of Fluorine Chemistry, 2000, vol. 102, # 1-2, p. 141 - 146
[9] Journal of Organic Chemistry, 1993, vol. 58, # 27, p. 7709 - 7717
[10] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1990, vol. 39, # 11, p. 2399 - 2401[11] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1990, # 11, p. 2646 - 2648
[12] Bulletin of the Chemical Society of Japan, 1989, vol. 62, # 10, p. 3187 - 3194
[13] Patent: US5453423, 1995, A,
[14] Patent: US4792563, 1988, A,
[15] Patent: EP2103592, 2009, A2, . Location in patent: Page/Page column 41-42
[16] Organic Process Research and Development, 2014, vol. 18, # 1, p. 26 - 35
[17] Organic and Biomolecular Chemistry, 2017, vol. 15, # 12, p. 2647 - 2654
[18] New Journal of Chemistry, 2017, vol. 41, # 15, p. 6991 - 6994
  • 3
  • [ 21622-00-4 ]
  • [ 4167-77-5 ]
Reference:
[1] Journal of the American Chemical Society, 2001, vol. 123, # 45, p. 11312 - 11313
[2] Journal of Organic Chemistry, 2018, vol. 83, # 5, p. 2542 - 2553
  • 4
  • [ 3195-24-2 ]
  • [ 4167-77-5 ]
Reference: [1] Chemistry - An Asian Journal, 2013, vol. 8, # 9, p. 1990 - 1993
[2] Journal of the American Chemical Society, 2001, vol. 123, # 45, p. 11312 - 11313

  • 5
  • [ 137435-36-0 ]
  • [ 4167-77-5 ]
Reference: [1] Journal of the American Chemical Society, 1991, vol. 113, # 26, p. 9882 - 9883
  • 6
  • [ 137435-55-3 ]
  • [ 4167-77-5 ]
Reference: [1] Journal of the American Chemical Society, 1991, vol. 113, # 26, p. 9882 - 9883
  • 7
  • [ 137435-56-4 ]
  • [ 4167-77-5 ]
Reference: [1] Journal of the American Chemical Society, 1991, vol. 113, # 26, p. 9882 - 9883
  • 8
  • [ 137435-35-9 ]
  • [ 4167-77-5 ]
  • [ 137435-68-8 ]
Reference: [1] Journal of the American Chemical Society, 1991, vol. 113, # 26, p. 9882 - 9883
[2] Journal of the American Chemical Society, 1991, vol. 113, # 26, p. 9882 - 9883
  • 9
  • [ 35356-70-8 ]
  • [ 21622-00-4 ]
  • [ 3619-02-1 ]
  • [ 4167-77-5 ]
  • [ 19914-36-4 ]
Reference: [1] Advanced Synthesis and Catalysis, 2015, vol. 357, # 10, p. 2223 - 2228
  • 10
  • [ 110-56-5 ]
  • [ 105-53-3 ]
  • [ 4167-77-5 ]
Reference: [1] Journal of the American Chemical Society, 1957, vol. 79, p. 4720,4727
[2] Journal of Organic Chemistry, 1964, vol. 29, p. 1249 - 1251
  • 11
  • [ 21622-00-4 ]
  • [ 4167-77-5 ]
  • [ 541506-71-2 ]
Reference:
[1] Journal of Organic Chemistry, 2018, vol. 83, # 5, p. 2542 - 2553
  • 12
  • [ 110-52-1 ]
  • [ 105-53-3 ]
  • [ 132525-49-6 ]
  • [ 4167-77-5 ]
Reference: [1] Zhurnal Obshchei Khimii, 1952, vol. 22, p. 1944,1951; engl. Ausg. S. 1993, 1998, 1999
[2] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1990, vol. 39, # 11, p. 2399 - 2401[3] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1990, # 11, p. 2646 - 2648
  • 13
  • [ 110-52-1 ]
  • [ 4167-77-5 ]
Reference: [1] Journal of the American Chemical Society, 1987, vol. 109, p. 6825
  • 14
  • [ 132525-49-6 ]
  • [ 4167-77-5 ]
Reference: [1] Journal of the American Chemical Society, 1984, vol. 106, # 4, p. 1051 - 1056
  • 15
  • [ 3195-24-2 ]
  • [ 4167-77-5 ]
  • [ 541506-71-2 ]
Reference:
  • 16
  • [ 628-21-7 ]
  • [ 996-82-7 ]
  • [ 4167-77-5 ]
Reference: [1] Journal of Organic Chemistry, 1996, vol. 61, # 7, p. 2266 - 2267
  • 17
  • [ 110-52-1 ]
  • [ 105-53-3 ]
  • [ 109-99-9 ]
  • [ 110-63-4 ]
  • [ 4167-77-5 ]
Reference: [1] Chemistry Letters, 1987, p. 2235 - 2238
[2] Chemistry Letters, 1987, p. 2235 - 2238
  • 18
  • [ 18719-44-3 ]
  • [ 4167-77-5 ]
Reference: [1] Journal of the Chemical Society [Section] B: Physical Organic, 1968, p. 67 - 71
[2] Journal of the Chemical Society [Section] B: Physical Organic, 1968, p. 67 - 71
  • 19
  • [ 64-17-5 ]
  • [ 5802-65-3 ]
  • [ 4167-77-5 ]
Reference: [1] Journal of the Chemical Society, 1933, p. 1304,1308
  • 20
  • [ 28247-05-4 ]
  • [ 74-88-4 ]
  • [ 4167-77-5 ]
Reference: [1] Tetrahedron Letters, 1970, p. 2437 - 2440
  • 21
  • [ 110-52-1 ]
  • [ 64-17-5 ]
  • [ 996-82-7 ]
  • [ 132525-49-6 ]
  • [ 4167-77-5 ]
Reference: [1] Zhurnal Obshchei Khimii, 1952, vol. 22, p. 1944,1951; engl. Ausg. S. 1993, 1998, 1999
  • 22
  • [ 35356-70-8 ]
  • [ 21622-00-4 ]
  • [ 3619-02-1 ]
  • [ 4167-77-5 ]
  • [ 19914-36-4 ]
Reference: [1] Advanced Synthesis and Catalysis, 2015, vol. 357, # 10, p. 2223 - 2228
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 4167-77-5 ]

Aliphatic Cyclic Hydrocarbons

Chemical Structure| 180573-13-1

[ 180573-13-1 ]

Diethyl 3-oxocyclopentane-1,1-dicarboxylate

Similarity: 0.94

Chemical Structure| 1139-13-5

[ 1139-13-5 ]

Diethyl cyclohexane-1,1-dicarboxylate

Similarity: 0.94

Chemical Structure| 3779-29-1

[ 3779-29-1 ]

Diethyl cyclobutane-1,1-dicarboxylate

Similarity: 0.94

Chemical Structure| 3697-66-3

[ 3697-66-3 ]

1-(Ethoxycarbonyl)cyclopropanecarboxylic acid

Similarity: 0.91

Chemical Structure| 1559-02-0

[ 1559-02-0 ]

Diethyl 1,1-cyclopropanedicarboxylate

Similarity: 0.91

Esters

Chemical Structure| 596-75-8

[ 596-75-8 ]

Diethyl 2,2-dibutylmalonate

Similarity: 0.97

Chemical Structure| 77-25-8

[ 77-25-8 ]

Diethyl Diethylmalonate

Similarity: 0.97

Chemical Structure| 180573-13-1

[ 180573-13-1 ]

Diethyl 3-oxocyclopentane-1,1-dicarboxylate

Similarity: 0.94

Chemical Structure| 1139-13-5

[ 1139-13-5 ]

Diethyl cyclohexane-1,1-dicarboxylate

Similarity: 0.94

Chemical Structure| 3779-29-1

[ 3779-29-1 ]

Diethyl cyclobutane-1,1-dicarboxylate

Similarity: 0.94