Home Cart 0 Sign in  

[ CAS No. 38446-95-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 38446-95-6
Chemical Structure| 38446-95-6
Structure of 38446-95-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 38446-95-6 ]

Related Doc. of [ 38446-95-6 ]

Alternatived Products of [ 38446-95-6 ]

Product Details of [ 38446-95-6 ]

CAS No. :38446-95-6 MDL No. :MFCD08061192
Formula : C11H18O3 Boiling Point : -
Linear Structure Formula :- InChI Key :HYNBSBAWGATECV-UHFFFAOYSA-N
M.W : 198.26 Pubchem ID :14940589
Synonyms :

Calculated chemistry of [ 38446-95-6 ]

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.82
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 54.4
TPSA : 43.37 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) : -6.63 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.41
Log Po/w (XLOGP3) : 1.24
Log Po/w (WLOGP) : 2.09
Log Po/w (MLOGP) : 1.49
Log Po/w (SILICOS-IT) : 2.23
Consensus Log Po/w : 1.89

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.65
Solubility : 4.41 mg/ml ; 0.0223 mol/l
Class : Very soluble
Log S (Ali) : -1.75
Solubility : 3.54 mg/ml ; 0.0178 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.11
Solubility : 1.54 mg/ml ; 0.00778 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.09

Safety of [ 38446-95-6 ]

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 [ 38446-95-6 ]

* 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 [ 38446-95-6 ]
  • Downstream synthetic route of [ 38446-95-6 ]

[ 38446-95-6 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 874-61-3 ]
  • [ 75-65-0 ]
  • [ 38446-95-6 ]
YieldReaction ConditionsOperation in experiment
58% at 20℃; for 4 h; Cooling with ice To an ice-cold solution of intermediate 7 (5.0 g, 35 mmol) in pyridine (19 mL) and f-BuOH (27 mL) was added POCI3 (4.7 mL, 50.6 mmol). The reaction mixture was warmed up to room temperature and stirred for 4 hr. The crude mixture was poured into ice water and extracted with EtOAc. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated under reduced pressure to give intermediate 8 (4.0 g, 58percent yield) which was used in the next step without further purification. H NMR (400 MHz, CDCI3) 5 2.66 (tt, J = 9.6, 3.9 Hz, 1 H), 2.48 (dt, J = 14.8, 5.4 Hz, 2H), 2.36 (m, 2H), 2.18 (ddd, J = 14.1 , 8.7, 4.4 Hz, 2H), 2.01 (dtd, J = 14.4, 9.5, 4.8 Hz, 2H), 1.48 (s, 9H). LC/MS: m/z calculated 198.3, found 199.1 (M + 1)+.
58% at 0 - 20℃; for 4 h; To an ice-cold solution of intermediate 21 (5.0 g, 35 mmol) in pyridine (19 mL) and f-BuOH (27 mL) was added POCI3 (4.7 mL, 50.6 mmol). The reaction mixture was warmed up to room temperature and stirred for 4 hr. The crude mixture was poured into ice water and extracted with EtOAc. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated under reduced pressure to give intermediate 22 (4.0 g, 58percent yield) which was used in the next step without further purification. H NMR (400 MHz, CDCI3) 5 2.66 (tt, J = 9.6, 3.9 Hz, 1 H), 2.48 (dt, J = 14.8, 5.4 Hz, 2H), 2.36 (m, 2H), 2.18 (ddd, J = 14.1 , 8.7, 4.4 Hz, 2H), 2.01 (dtd, J = 14.4, 9.5, 4.8 Hz, 2H), 1.48 (s, 9H). LC/MS: m/z calculated 198.3, found 199.1 (M + 1)+.
Reference: [1] Biological and Pharmaceutical Bulletin, 1995, vol. 18, # 3, p. 407 - 410
[2] Patent: WO2017/17609, 2017, A1, . Location in patent: Paragraph 00215
[3] Patent: WO2017/51355, 2017, A1, . Location in patent: Paragraph 00217
[4] Patent: WO2013/163279, 2013, A1, . Location in patent: Paragraph 00382
  • 2
  • [ 874-61-3 ]
  • [ 24424-99-5 ]
  • [ 38446-95-6 ]
Reference: [1] Patent: WO2014/146490, 2014, A1, . Location in patent: Page/Page column 150
  • 3
  • [ 17159-79-4 ]
  • [ 38446-95-6 ]
Reference: [1] Biological and Pharmaceutical Bulletin, 1995, vol. 18, # 3, p. 407 - 410
[2] Patent: WO2013/163279, 2013, A1,
[3] Patent: WO2014/146490, 2014, A1,
[4] Patent: WO2017/17609, 2017, A1,
[5] Patent: WO2017/51355, 2017, A1,
  • 4
  • [ 3618-04-0 ]
  • [ 38446-95-6 ]
Reference: [1] Biological and Pharmaceutical Bulletin, 1995, vol. 18, # 3, p. 407 - 410
  • 5
  • [ 38446-95-6 ]
  • [ 873-74-5 ]
  • [ 333986-52-0 ]
YieldReaction ConditionsOperation in experiment
47%
Stage #1: With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 0 - 20℃; for 3.25 h;
Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; water; ethyl acetate
Preparation 31
tert-butyl 4-[(4-cyanophenyl)amino]piperidine-1-carboxylate
To a mixture of 4-aminobenzonitrile (0.5g, 4.23mmol) and tert-butyl 4-oxocyclohexanecarboxylate (1.26g, 6.35mmol) in THF (5ml) at 0°C was added acetic acid (0.5ml, 8.5mmol) and sodium triacetoxyborohydride (1.35g, 6.35mmol).
The mixture was stirred at this temperature for 15min and at room temperature for 3h.
Ethyl acetate and 5percent solution of NaHCO3 were added and the organic layer separated, washed with water, brine and dried over magnesium sulphate.
The solvent was concentrated and the residue purified by column chromatography with a mixture of hexane/ethyl acetate (from 5/1 to 1/1) to give the desired compound (yield=47percent).
LRMS: m/z 302 (M+1)+
Retention time: 6.33 min (Method B)
1H NMR (300 MHz, CHLOROFORM-d) d ppm 1.37 (m, 2 H) 1.47 (s, 9 H) 2.03 (m, 2 H) 2.93 (t, J=11.95 Hz, 2 H) 3.40 - 3.54 (m, 1 H) 4.04 - 4.13 (m, 3 H) 6.56 (d, J=9.06 Hz, 2 H) 7.43 (d, J=8.79 Hz, 2 H)
Reference: [1] Patent: EP2202232, 2010, A1, . Location in patent: Page/Page column 37; 38
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 38446-95-6 ]

Aliphatic Cyclic Hydrocarbons

Chemical Structure| 145549-76-4

[ 145549-76-4 ]

tert-Butyl 3-oxocyclobutanecarboxylate

Similarity: 0.94

Chemical Structure| 33668-25-6

[ 33668-25-6 ]

Ethyl 3-oxocyclohexane-1-carboxylate

Similarity: 0.91

Chemical Structure| 17159-79-4

[ 17159-79-4 ]

Ethyl 4-oxocyclohexanecarboxylate

Similarity: 0.91

Chemical Structure| 15840-96-7

[ 15840-96-7 ]

Cyclohexyl cyclohexanecarboxylate

Similarity: 0.88

Chemical Structure| 147905-77-9

[ 147905-77-9 ]

Ethyl 1-methyl-4-oxocyclohexanecarboxylate

Similarity: 0.88

Esters

Chemical Structure| 145549-76-4

[ 145549-76-4 ]

tert-Butyl 3-oxocyclobutanecarboxylate

Similarity: 0.94

Chemical Structure| 33668-25-6

[ 33668-25-6 ]

Ethyl 3-oxocyclohexane-1-carboxylate

Similarity: 0.91

Chemical Structure| 17159-79-4

[ 17159-79-4 ]

Ethyl 4-oxocyclohexanecarboxylate

Similarity: 0.91

Chemical Structure| 112245-04-2

[ 112245-04-2 ]

(R)-2-(2-(tert-Butoxy)-2-oxoethyl)-4-methylpentanoic acid

Similarity: 0.91

Chemical Structure| 210048-05-8

[ 210048-05-8 ]

(R)-4-(tert-Butoxy)-2-ethyl-4-oxobutanoic acid

Similarity: 0.91

Ketones

Chemical Structure| 145549-76-4

[ 145549-76-4 ]

tert-Butyl 3-oxocyclobutanecarboxylate

Similarity: 0.94

Chemical Structure| 33668-25-6

[ 33668-25-6 ]

Ethyl 3-oxocyclohexane-1-carboxylate

Similarity: 0.91

Chemical Structure| 17159-79-4

[ 17159-79-4 ]

Ethyl 4-oxocyclohexanecarboxylate

Similarity: 0.91

Chemical Structure| 59032-71-2

[ 59032-71-2 ]

Ethyl 1-ethyl-4-oxocyclohexanecarboxylate

Similarity: 0.88

Chemical Structure| 147905-77-9

[ 147905-77-9 ]

Ethyl 1-methyl-4-oxocyclohexanecarboxylate

Similarity: 0.88