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Chemical Structure| 24730-88-9
Chemical Structure| 24730-88-9
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Product Details of [ 24730-88-9 ]

CAS No. :24730-88-9 MDL No. :MFCD16036567
Formula : C12H20O4 Boiling Point : -
Linear Structure Formula :- InChI Key :VFWAGFFGWYTECB-UHFFFAOYSA-N
M.W : 228.28 Pubchem ID :19004805
Synonyms :

Calculated chemistry of [ 24730-88-9 ]

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.92
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 58.8
TPSA : 44.76 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.65 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.87
Log Po/w (XLOGP3) : 1.47
Log Po/w (WLOGP) : 1.87
Log Po/w (MLOGP) : 1.44
Log Po/w (SILICOS-IT) : 2.44
Consensus Log Po/w : 2.02

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.98
Solubility : 2.37 mg/ml ; 0.0104 mol/l
Class : Very soluble
Log S (Ali) : -2.02
Solubility : 2.2 mg/ml ; 0.00963 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.43
Solubility : 0.844 mg/ml ; 0.0037 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.08

Safety of [ 24730-88-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 24730-88-9 ]

* 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 [ 24730-88-9 ]
  • Downstream synthetic route of [ 24730-88-9 ]

[ 24730-88-9 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 24730-88-9 ]
  • [ 147905-77-9 ]
YieldReaction ConditionsOperation in experiment
85% With CAN In acetonitrile at 70℃; for 2 h; To a solution of ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate (7.3 g, 32.0 mmol) in MeCN (50 mL) and water (50 mL) was added CAN (2.11 g, 3.85 mmol). The mixture was heated to 70° C. and stirred for 2 h. The reaction mixture was cooled to room temperature, and partitioned between water (50 mL) and EtOAc (50 mL). The aqueous layer was extracted with EtOAc (50 mL*2). The combined organic layers were washed with brine (50 mL*2), dried over Na2SO4, filtered and concentrated under reduced pressure to afford the title compound (5 g, 85percent) as yellow oil, which was used for next step without further purification.
74% With hydrogenchloride In tetrahydrofuran; water at 0 - 20℃; for 1 h; Ethyl-8-methyl-1,4-dioxa-spiro [4.5] decane-8-carboxylic acid tert-butyl ester (5.00g, 21.9mmol) was dissolved inIn tetrahydrofuran (50mL), was added dropwise at 0°C 1N aqueous hydrochloric acid solution (20 mL) was stirred for 1 hour after 20 °C. The mixture was cooled to 0 °C, was added a solution of sodium bicarbonate (50 mL) to quench the reaction. Mixture of ethyl acetate(100mLx3) extraction. The organic phase was washed with saturated brine (100 ml x 3), dried over anhydrous sodium sulfate driedAfter drying concentrated under reduced pressure. Was purified by silica gel column chromatograph(1 petroleum ether / ethyl acetate, Rf = 0.4 10) y to give ethyl-1-methyl-4-oxo-cyclohexanecarboxylate (3.00g, colorless oil). Yield: 74percent.
67% With toluene-4-sulfonic acid In water; acetoneReflux Ethyl 1-methyl-4-oxocyclohexane-1-carboxylate
To a solution of ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate (1 equiv.) in acetone/H2O (0.5 M, 1/1) was added pTSA.H2O (1 equiv.).
The mixture was refluxed overnight, then concentrated to remove acetone.
The resulting solution was diluted with ethyl acetate, and the layers were separated.
The organic phase was washed with saturated NaHCO3, dried over Na2SO4 and filtered.
The filtrate was concentrated to afford ethyl 1-methyl-4-oxocyclohexanecarboxylate (67percent).
1H NMR (400 MHz, CDCl3) δ ppm: 4.23 (q, J=7.2 Hz, 2H), 2.49-2.39 (m, 4H), 2.37-2.27 (m, 2H), 1.75-1.64 (m, 2H), 1.34-1.28 (m, 6H).
8.34 g With hydrogenchloride In water; acetone at 20℃; The compound (12.8 g) produced in Example 44 was dissolved in 100 mL of acetone, 50 mL of 2N hydrochloric acid was added while stirring at room temperature, and the mixture was stirred at that temperature overnight. After completion of the reaction, the solvent was distilled off under reduced pressure, 100 mL of tetrabutyl methyl ether was added, and extraction operation was performed. The resulting organic layer was sequentially washed with an aqueous saturated sodium bicarbonate solution and an aqueous saturated sodium chloride solution, and dried with magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 9.7 g of the crude product. The crude product was purified by silica gel column chromatography (ethyl acetate/hexane=3percent→25percent) to obtain the title compound (8.34 g) having the following physical property values.; TLC: Rf 0.41 (hexane:ethyl acetate=4:1); 1H-NMR (CDCl3): δ 1.25-1.32 (m, 6H), 1.58-1.73 (m, 2H), 2.27-2.51 (m, 6H), 4.22 (q, J=7.2 Hz, 2H).
1.12 g With hydrogenchloride In water; acetone at 20℃; Intermediate 35 Ethyl 1 -methyl-4-oxocvclohexanecarboxylate To a solution of ethyl 8-methyl-l,4-dioxaspiro[4.5]decane-8-carboxylate (2.0 g, 8.76 mmol) in aceton (60 ml) was added HC1 (2.5 M, 60 ml, 150 mmol) at rt . After stirred at rt over weekend, the reaction mixture was poured into DCM , the organic layer was then separated and the aqueous was extracted with DCM, washed with brine, dried over Na2S04 , filtered and concentrated, and purified by MPLC (5-60percent EtOAc in hexane ) to provide ethyl l-methyl-4- oxocyclohexanecarboxylate as colorlee liquid (1.12 g). LC-MS (ES, m/z) C10H16O3: 184; Found: 185 [M+H]+

Reference: [1] Australian Journal of Chemistry, 1994, vol. 47, # 10, p. 1833 - 1841
[2] Patent: US2018/305320, 2018, A1, . Location in patent: Paragraph 0228; 0231
[3] Patent: CN105566324, 2016, A, . Location in patent: Paragraph 0337; 0341; 0342; 0343
[4] Patent: US2016/96841, 2016, A1, . Location in patent: Paragraph 0333
[5] Patent: WO2011/2887, 2011, A1, . Location in patent: Page/Page column 70-71
[6] Patent: WO2012/27239, 2012, A1, . Location in patent: Page/Page column 50
[7] Patent: WO2012/27236, 2012, A1, . Location in patent: Page/Page column 59
[8] Patent: WO2012/164071, 2012, A1, . Location in patent: Page/Page column 64
[9] Patent: US2013/109699, 2013, A1, . Location in patent: Paragraph 2011-2014
[10] Patent: WO2013/96093, 2013, A1, . Location in patent: Page/Page column 51; 52
[11] Patent: WO2014/26328, 2014, A1, . Location in patent: Page/Page column 37
[12] Patent: WO2014/28597, 2014, A2, . Location in patent: Page/Page column 43
[13] Patent: US2015/191434, 2015, A1, . Location in patent: Paragraph 0261
[14] Patent: WO2015/129926, 2015, A1, . Location in patent: Page/Page column 186
[15] Patent: WO2017/75182, 2017, A1, . Location in patent: Paragraph 00196
  • 2
  • [ 144-55-8 ]
  • [ 24730-88-9 ]
  • [ 147905-77-9 ]
Reference: [1] Patent: US5344845, 1994, A,
  • 3
  • [ 1489-97-0 ]
  • [ 74-88-4 ]
  • [ 24730-88-9 ]
YieldReaction ConditionsOperation in experiment
100%
Stage #1: With n-butyllithium In tetrahydrofuran at -78 - 0℃; for 0.5 h;
Stage #2: at 20℃;
Ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate
To a cooled (0° C.) solution of DIA (1.2 equiv.) in anhydrous THF (1 M) was added n-BuLi (1.6 equiv.) dropwise for 20 min.
The mixture was stirred for 30 min at 0° C. and then cooled to -78° C. A solution of ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate (1 equiv.) in THF (1 M) was added dropwise for 30 min, followed by iodomethane (3 equiv.).
The reaction mixture was stirred overnight at room temperature.
The reaction was diluted with brine and extracted with ethyl acetate.
The combined organic layers were washed with brine, dried over Na2SO4 and filtered.
The filtrate was concentrated to give ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate 3 (100percent).
1H NMR (400 MHz, CDCl3) δ ppm: 4.16 (q, J=7.1 Hz, 2H), 3.95 (s, 4H), 2.19-2.11 (m, 2H), 1.72-1.57 (m, 4H), 1.57-1.45 (m, 2H), 1.30-1.24 (m, 3H), 1.20 (s, 3H).
97%
Stage #1: With n-butyllithium; diisopropylamine In 2-methyltetrahydrofuran; hexane at -40 - -20℃; for 0.916667 h; Inert atmosphere
Stage #2: at -40 - 20℃; for 1 h;
Combine diisopropyiamine (55 mL, 1.36 eq) and 2-meth itetrah drofuran (500 mL), Cool to -20 °C under N2. Add 2.5 M n-butyliithium in hexanes (150 mL, 1.30 eq) dropwise over 10 mm, then stir the solution for at -20 °C for an additional 15 mm. Transfer the solution via cannula over 20 mm to a solution of ethyl 1,4- dioxaspiro[4. 51 decane-8-carhoxylate (50 mL, 287 mmoi) in 2-mnethvltetrahydrofuran (500mL) at -40 °C. Stir the solution at -40°C for ten mm. Add a solution of iodomethane (30 niL, 168 eq) in 2-methyltetrahydrofuran (60 mL) dropwise over ten mm. Stir at -40 °C for one hr. Allow to slowly warm to ri. and stir overnight. Quench with saturated aqueous ammonium chloride (150 mL), Separate the layers. Extract the aqueous layer with methyl tert-butyl ether (50 mL). Dry the combined organic layers over anhydrousNa?S04, filter, and concentrate in vacuo to give the title compound as a yellow oil (63.3g, 97percent). ‘H NMR (CDCI3) o 16 (s, 3H), 120-125 (m, 3F1), 1.42-1.66 (mn, 6H). 207- 2.14 (m, 2H), 3.91 (s, 4H), 4.08-415 (in. 2H).
96%
Stage #1: With lithium diethylamide In tetrahydrofuran at -30℃; for 0.416667 h; Inert atmosphere
Stage #2: at -30 - 20℃; Inert atmosphere
Ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate. Lithium diethylamide was prepared by adding (5 min) nBuLi in hexanes (94 mL, 150 mmol) to a solution of diisopropylamine (22.80 mL, 160 mmol) in THF (50 mL) at -30° C. (dry ice/acetone) under N2. After 20 min, ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate (21.43 g, 100 mmol) in THF (25 mL) was added over 5 min. After 20 min, iodomethane (28.4 g, 200 mmol) in THF (25 mL) was added over 5 min. The resulting solution was stirred at -30° C. for 20 min and then allowed to slowly warm to room temperature overnight under N2. The reaction was quenched with water (200 mL). The solution was concentrated to remove THF. The aqueous solution was extracted with CH2Cl2 (3.x.100 mL) and the organic layer dried (MgSO4), filtered, and concentrated to yield ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate (22 g, 96 mmol, 96percent yield) as a yellow oil. LCMS: m/z 229 (M+H). 1H NMR (500 MHz, CHLOROFORM-d) δ ppm 4.13 (2H, q, J=7.22 Hz), 3.92 (4H, s), 2.06-2.16 (2H, m), 1.57-1.66 (4H, m), 1.51 (2H, dd, J=12.97, 4.12 Hz), 1.24 (3H, t, J=7.17 Hz), 1.17 (3H, s).
94%
Stage #1: With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1 h; Inert atmosphere
Stage #2: for 1 h;
Ethyl 1,4-dioxa-spiro [4.5] decane-8-carboxylate (5.00g, 23.3mmol) dissolved in dry tetrahydrofuran (100 mL) under nitrogen protection, while slowly dropping at -78 °C a solution of lithium diisopropylamide (2M solution in tetrahydrofuran, 14.0mL, 28.0mmol), the reaction was stirred at -78°C for 1 hour. Was slowly added methyl iodide (6.62g, 46.7mmol), stirring was continued for 1 hour. Water was added (100 mL) to quench the reaction.The reaction solution (100 ml x 3) and extracted with ethyl acetate,The combined organic phase was dried over anhydrous sodium sulfate, filtered,The filtrate was concentrated under reduced pressure, purification by silica gel column chromatography (10: 1 petroleum ether / ethyl acetate, Rf = 0.4) to giveethyl-8-methyl-1,4-dioxa-spiro [4.5] decane-8-carboxylate (5.00 g, yellow oil). Yield: 94percent.
86%
Stage #1: With lithium diisopropyl amide In tetrahydrofuran at -78℃;
Stage #2: at -78℃;
Step A: Preparation of ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate A solution of lithium diisopropylamide (1.666 mL, 3.33 mmol) in THF (10 mL) was cooled with a -78° C. bath. A solution of ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate (0.3569 g, 1.67 mmol) in THF (10 mL) was added slowly and the mixture was stirred for 30 minutes. lodomethane (0.26 mL, 4.16 mmol) was added, and the mixture was stirred for an additional 2 hours at -78° C. Water (10 mL) was added, and the reaction was warmed to room temperature. Et2O was added (15 mL), the layers were separated, and the aqueous layer was extracted with additional Et2O (2.x.15 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by flash column chromatography (5-50percent EtOAc:heptane) to give the title compound (0.327 g, 86percent). 1H NMR (400 MHz, CHLOROFORM-D) δ ppm 1.19 (s, 3 H), 1.23-1.29 (m, 3 H), 1.44-1.74 (m, 6 H), 2.09-2.19 (m, 2 H), 3.94 (s, 4 H), 4.15 (q, J=7.3 H, 2 H).
85%
Stage #1: With lithium diisopropyl amide In tetrahydrofuran at 20℃; for 0.5 h; Inert atmosphere; Cooling with isopropanol-dry ice
Stage #2: at -78℃; for 1 h;
Ethyl 8-methyl-l,4-dioxa-spiro[4,5]decane-8-carboxylate (3). Ethyl 1,4- dioxaspiro[4,5]decane-8-carboxilate (2) (5.8 g) was dissolved under a nitrogen atmosphere in dry THF (60 mL) and cooled in a dry ice/isopropanol bath to -78 °C . LDA (2M solution in THF/n-heptane/ethylbenzene, 20 mL, 40 mmol) was added dropwise to the stirred solution and the mixture was allowed to warm to room temperature for 30 minutes. The reaction mixture was again cooled to -78 °C and to it was added a solution of iodomethane (5.5 g, 39 mmol) in dry THF (15 mL) using a syringe pump over 20 minutes. This mixture was stirred at -78 °C for 1 h. The reaction mixture was allowed to reach room temperature. The reaction mixture was then diluted with ethyl ether (100 mL) and the organic layer was washed with saturated aqueous ammonium chloride solution (2 x 50 mL) and brine (1 x 50 mL), then dried over magnesium chloride, filtered, and concentrated in vacuo to give a yellow-brown oil (8 g). The oil was purified by flash column chromatography [petroleum ether-ethyl ether (2:1)] to give 3 (5.22 g, 85percent) as a colorless oil: 1H NMR (CDCl3) δ 4.14 (2H, q, J = 7.1 Hz), 3.93 (4H, s), 2.13 (2H, m), 1.64 (6H, m), 1.25 (3H, t, J =7.1 Hz), 1.18 (3H, s); 13C NMR (CDCl3) δ 177.2, 108.7, 64.4, 60.6, 42.5, 33.1, 32.3, 26.2, 14.4.
12.8 g
Stage #1: With lithium diisopropyl amide In tetrahydrofuran at -30℃; for 0.416667 h;
Stage #2: at -5 - 23℃; for 1.08333 h;
Ethyl-4-oxocyclohexanecarboxylate (25.1 g) and ethylene glycol (32.3 g) were dissolved in 80 mL of toluene, p-toluenesulfonic acid monohydrate (563 mg) was added while stirring at room temperature, and the mixture was stirred at that temperature overnight. After completion of the reaction, a hexane:ethyl acetate=3:1 solution (150 mL) was added to dilute the reaction, thereafter, 100 mL of water was added, and extraction operation was performed. The resulting organic layer was sequentially washed with an aqueous saturated sodium bicarbonate solution and an aqueous saturated sodium chloride solution, dried with magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain the crude product. This was azeotroped with toluene to obtain a ketal intermediate (32.1 g).; Lithium diisopropylamide (37.5 mL) was dissolved in 50 mL of THF, and a solution of the ketal intermediate (10.7 g) in 12 mL of THF was added dropwise over 5 minutes while stirring at an inner temperature of −30° C. After this solution was stirred at an inner temperature of −30° C. for 20 minutes, and a solution of methyl iodide (14.2 g) in 12 mL of THF was added dropwise at that temperature over 5 minutes. An inner temperature at that time was raised to −5° C. This solution was stirred for 1 hour until an inner temperature became 23° C., water was added to stop the reaction, extraction operation (THF, once) was performed, the aqueous layer was neutralized with 2N hydrochloric acid, and re-extraction operation (ethyl acetate, two times) was performed. The resulting organic layer was sequentially washed with water and an aqueous saturated sodium chloride solution, and dried with magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain the title compound (12.8 g) having the following physical property values.; TLC: Rf 0.51 (hexane:ethyl acetate=4:1); 1H-NMR (CDCl3): δ 1.19 (s, 3H), 1.25 (t, J=7.2 Hz, 3H), 1.43-1.71 (m, 6H), 2.09-2.17 (m, 2H), 3.93 (s, 4H), 4.15 (q, J=7.2 Hz, 2H).
4.4 g
Stage #1: With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5 h;
Stage #2: at -78℃; for 2 h;
Intermediate 34 ethyl 8-methyl-l ,4-dioxaspiro 4.5]decane-8-carboxylate A solution of lithium diisopropylamide (31.1 ml, 46.7 mmol) in THF (100 ml) was cooled to -78°C. A solution of ethyl l,4-dioxaspiro[4.5]decane-8-carboxylate (5 g, 23.34 mmol) in THF (100 ml) was added slowly and the mixture was stirred for 30 min. iodomethane (3.65 ml, 58.3 mmol) was added, and the mixture was continued to stirred for 2 hr at -78 °C. The reaction mixture was quenched with water (100 ml), separated two layers, the aqueous layer was extracted with Et20 (2x150 ml), dried over Na2S04, concentrated and separated by MPLC (0- 50percent EtOAc in Hexane) to give ethyl 8-methyl-l,4-dioxaspiro[4.5]decane-8-carboxylate (4.4 g) as yellow oil. LC-MS (ES, m/z) C12H20O4: 228; Found: 229 [M+H]+
2.7 g
Stage #1: With lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at -78℃; for 0.75 h;
Stage #2: at -78 - 20℃; for 16.5 h;
To a stirred solution of compound D2-1 (5.1 g, 23.83 mmol) in THF (15 mL) was added LDA (2.0 M in THF/heptane/ethylbenzene, 17.8 mL, 35.74 mmol) dropwise at - 78 °C over a period of 15 min. The mixture was stirred at -78 °C for 30 min. A solution of iodomethane (2.23 mL, 35.74 mmol) in THF (1 mL) was added to the mixture dropwise, and the whole was stirred at -78 °C for 30 min. The mixture was allowed to warm to room temperature and stirred for 16 h. The reaction mixture was quenched with saturated aqueous NH4CI and extracted with EtOAc (2 x 25 mL). The combined organic layers were washed with water (100 mL), brine (100 mL), dried over anhydrous Na2S04 and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 2percent EtOAc/hexane as eluent) to provide compound D2-2 (2.7 g, 50percent) as colorless oil. NMR (CDC13, 400 MHz): δ 4.14 (q, J = 7.2 Hz, 2H), 3.93 (s, 4H), 2.15-2.10 (m, 2H), 1.65-1.60 (m, 4H), 1.54-1.49 (m, 2H), 1.25 (t, J = 7.2 Hz, 3H), 1 .18 (s. 311).

Reference: [1] Patent: US2016/96841, 2016, A1, . Location in patent: Paragraph 0332
[2] Patent: WO2018/13486, 2018, A1, . Location in patent: Page/Page column 19
[3] Patent: US2009/253677, 2009, A1, . Location in patent: Page/Page column 70
[4] Patent: CN105566324, 2016, A, . Location in patent: Paragraph 0337; 0338; 0339; 0340
[5] Patent: US2009/275574, 2009, A1, . Location in patent: Page/Page column 21
[6] Patent: WO2010/11782, 2010, A1, . Location in patent: Page/Page column 102
[7] Journal of Medicinal Chemistry, 2012, vol. 55, # 10, p. 4837 - 4846
[8] Australian Journal of Chemistry, 1994, vol. 47, # 10, p. 1833 - 1841
[9] Patent: WO2004/99185, 2004, A1, . Location in patent: Page 27-28
[10] Patent: WO2011/2887, 2011, A1, . Location in patent: Page/Page column 70
[11] Patent: WO2012/27239, 2012, A1, . Location in patent: Page/Page column 49; 50
[12] Patent: WO2012/27236, 2012, A1, . Location in patent: Page/Page column 58; 59
[13] Patent: WO2012/164071, 2012, A1, . Location in patent: Page/Page column 64
[14] Patent: US2013/109699, 2013, A1, . Location in patent: Paragraph 2006-2010
[15] Patent: WO2013/96093, 2013, A1, . Location in patent: Page/Page column 51
[16] Patent: WO2014/26328, 2014, A1, . Location in patent: Page/Page column 36-37
[17] Patent: WO2014/28597, 2014, A2, . Location in patent: Page/Page column 43
[18] Patent: US2015/191434, 2015, A1, . Location in patent: Paragraph 0260
[19] Patent: WO2015/129926, 2015, A1, . Location in patent: Page/Page column 185; 186
[20] Patent: WO2017/75182, 2017, A1, . Location in patent: Paragraph 00195
[21] Patent: US2018/305320, 2018, A1, . Location in patent: Paragraph 0228; 0230
  • 4
  • [ 17159-79-4 ]
  • [ 24730-88-9 ]
Reference: [1] Australian Journal of Chemistry, 1994, vol. 47, # 10, p. 1833 - 1841
[2] Patent: WO2011/2887, 2011, A1,
[3] Patent: WO2012/27239, 2012, A1,
[4] Patent: WO2012/27236, 2012, A1,
[5] Patent: WO2012/27236, 2012, A1,
[6] Journal of Medicinal Chemistry, 2012, vol. 55, # 10, p. 4837 - 4846
[7] Patent: US2013/109699, 2013, A1,
[8] Patent: WO2014/26328, 2014, A1,
[9] Patent: WO2014/28597, 2014, A2,
[10] Patent: US2015/191434, 2015, A1,
[11] Patent: WO2015/129926, 2015, A1,
[12] Patent: US2016/96841, 2016, A1,
[13] Patent: CN105566324, 2016, A,
[14] Patent: WO2017/75182, 2017, A1,
[15] Organic Process Research and Development, 2017, vol. 21, # 5, p. 779 - 784
[16] Patent: US2018/305320, 2018, A1,
  • 5
  • [ 1489-97-0 ]
  • [ 24730-88-9 ]
Reference: [1] Organic Process Research and Development, 2017, vol. 21, # 5, p. 779 - 784
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Chemical Structure| 189509-22-6

[ 189509-22-6 ]

Ethyl 2-(8-hydroxy-1,4-dioxaspiro[4.5]decan-8-yl)acetate

Similarity: 0.86

Spiroes

Chemical Structure| 1489-97-0

[ 1489-97-0 ]

Ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate

Similarity: 0.98

Chemical Structure| 87787-08-4

[ 87787-08-4 ]

Methyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate

Similarity: 0.98

Chemical Structure| 1006686-08-3

[ 1006686-08-3 ]

Ethyl 8-formyl-1,4-dioxaspiro[4.5]decane-8-carboxylate

Similarity: 0.95

Chemical Structure| 26845-47-6

[ 26845-47-6 ]

Methyl 1,4-dioxaspiro[4.5]decane-8-carboxylate

Similarity: 0.95

Chemical Structure| 189509-22-6

[ 189509-22-6 ]

Ethyl 2-(8-hydroxy-1,4-dioxaspiro[4.5]decan-8-yl)acetate

Similarity: 0.86

Dioxolanes

Chemical Structure| 1489-97-0

[ 1489-97-0 ]

Ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate

Similarity: 0.98

Chemical Structure| 87787-08-4

[ 87787-08-4 ]

Methyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate

Similarity: 0.98

Chemical Structure| 1006686-08-3

[ 1006686-08-3 ]

Ethyl 8-formyl-1,4-dioxaspiro[4.5]decane-8-carboxylate

Similarity: 0.95

Chemical Structure| 26845-47-6

[ 26845-47-6 ]

Methyl 1,4-dioxaspiro[4.5]decane-8-carboxylate

Similarity: 0.95

Chemical Structure| 189509-22-6

[ 189509-22-6 ]

Ethyl 2-(8-hydroxy-1,4-dioxaspiro[4.5]decan-8-yl)acetate

Similarity: 0.86