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[ CAS No. 622-40-2 ] {[proInfo.proName]}

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Chemical Structure| 622-40-2
Chemical Structure| 622-40-2
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Product Details of [ 622-40-2 ]

CAS No. :622-40-2 MDL No. :MFCD00006180
Formula : C6H13NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :KKFDCBRMNNSAAW-UHFFFAOYSA-N
M.W : 131.17 Pubchem ID :61163
Synonyms :

Calculated chemistry of [ 622-40-2 ]

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 37.9
TPSA : 32.7 Ų

Pharmacokinetics

GI absorption : Low
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) : -7.66 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.66
Log Po/w (XLOGP3) : -0.79
Log Po/w (WLOGP) : -1.07
Log Po/w (MLOGP) : -0.67
Log Po/w (SILICOS-IT) : 0.51
Consensus Log Po/w : -0.07

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.02
Solubility : 124.0 mg/ml ; 0.947 mol/l
Class : Very soluble
Log S (Ali) : 0.58
Solubility : 501.0 mg/ml ; 3.82 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : -0.26
Solubility : 71.4 mg/ml ; 0.545 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.46

Safety of [ 622-40-2 ]

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 [ 622-40-2 ]

* 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.

  • Upstream synthesis route of [ 622-40-2 ]
  • Downstream synthetic route of [ 622-40-2 ]

[ 622-40-2 ] Synthesis Path-Upstream   1~31

  • 1
  • [ 622-40-2 ]
  • [ 3240-94-6 ]
YieldReaction ConditionsOperation in experiment
74% With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 0 - 40℃; To a stirred solution of 2-morpholinoethan-l-ol (step 1, 2.5 g, 13.88 mmol, 1.0 eq) in DCM (25 ml) at 0 °C then added thionyl chloride (5.06 mL, 69.44 mmol, 5.0 eq) followed by DMF (Cat.). The reaction mixture was heated to 40 °C for overnight. After completion of the reaction (monitored by TLC), the solvent was evaporated in vacuo providing a crude residue, which was diluted with DCM and washed with saturated sodium bicarbonate solution. Organic layer was concentrated under reduced preesure gave crude residue which was purified by column chromatography by using 3percent MeOH in DCM as an eluent to afford the desired compound (2.0 g, yield: 74.0percent) as a colour less liquid. 1H NMR (DMSO-d6, 300MHz): δ 3.69 (t, J = 6.9 Hz, 2H), 3.57 (m, J = 4.5 Hz, 4H), 2.64 (t, J = 6.9 Hz, 2H) and 2.43 (t, J = 4.5 Hz, 4H); Mass: [M+H]+149.95 (10percent).
43.85% With thionyl chloride In dichloromethane at 0 - 40℃; To a stirred solution of 2-morpholinoethan-1-ol (step 1, 3.0 g, 22.869 mmol, 1.0 eq) inDCM (45 mL) at 0 oc was added four drops of DMF and thionyl chloride (9.17 mL, 125.7820 mmol, 5.5 eq). The reaction mixture was warmed to room temperature and heated at 40 ocfor overnight. After completion of the reaction (monitored by TLC), the reaction mixture wasevaporated under reduced pressure, diluted with water (100 mL) and extracted with DCM(3x50 mL). The combined organic layers were washed with saturated sodium bicarbonatesolution (200 mL) and water (100 mL). The organic layer was dried over sodium sulfate,25 filtered and evaporated under reduced pressure. The residue was purified by silica gel columnchromatography by using 2-3percent methanol in DCM gradient. The fractions containing theexpected product were combined and concentrated under reduced pressure to obtain the titlecompound (1.5 g, yield: 43.85percent) as a colourless oil. 1H NMR (300 MHz, CDCb): 8 ppm3.72 (t, J = 4.5 Hz, 4H), 3.59 (t, J = 6.9 Hz, 2H), 2.72 (t, J = 6.9 Hz, 2H), 2.51 (t, J = 4.5 Hz,30 4H); ESI-MS: m/z 150.0 (M+Ht
Reference: [1] Patent: WO2017/149518, 2017, A1, . Location in patent: Page/Page column 25; 26
[2] Patent: WO2018/29604, 2018, A1, . Location in patent: Page/Page column 47
[3] Journal of the American Chemical Society, 1940, vol. 62, p. 1443,1446
[4] Journal of the American Pharmaceutical Association (1912-1977), 1953, vol. 42, p. 342
[5] Journal of the Indian Chemical Society, 1959, vol. 36, p. 349,352
[6] Journal of the American Chemical Society, 1940, vol. 62, p. 1443,1446
[7] Journal of the American Pharmaceutical Association (1912-1977), 1953, vol. 42, p. 342
[8] Journal of the Indian Chemical Society, 1959, vol. 36, p. 349,352
[9] Journal of the American Chemical Society, 1940, vol. 62, p. 1443,1446
[10] Journal of the American Pharmaceutical Association (1912-1977), 1953, vol. 42, p. 342
[11] Journal of the Indian Chemical Society, 1959, vol. 36, p. 349,352
[12] Journal of Fluorine Chemistry, 1986, vol. 32, p. 41
[13] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 21, p. 6875 - 6884
[14] Tetrahedron, 2016, vol. 72, # 3, p. 420 - 430
[15] Chemical Biology and Drug Design, 2016, vol. 87, # 6, p. 946 - 957
[16] Patent: US2706194, 1951, ,
[17] Patent: US2706194, 1951, ,
[18] Patent: US2706194, 1951, ,
  • 2
  • [ 110-91-8 ]
  • [ 540-51-2 ]
  • [ 622-40-2 ]
YieldReaction ConditionsOperation in experiment
83% With potassium carbonate In acetonitrile for 3 h; Reflux A mixture of 2-bromoethanol (27.9 g, 223 mmol), morpholine (40 g, 459 mmol) and K2C03 (48.4 g, 350 mmol) in CH3CN (30 mL) was refluxed for 3 h. The mixture was then cooled to rt and filtered. The filtrate was concentrated in vacuo to give the title compound as a yellow solid (24.40 g, 83percent), which was used for next step without further purification.
83% With potassium carbonate In acetonitrile for 3 h; Reflux A mixture of 2-bromoethanol (27.9 g, 223 mmol), morpholine (40 g, 459 mmol) and
K2CO3 (48.4 g, 350 mmol) in CH3CN (30 mL) was refluxed for 3 h.
The mixture was then cooled to rt and filtered.
The filtrate was concentrated in vacuo to give the title compound as a yellow solid (24.40 g, 83percent), which was used for next step without further purification.
83% With potassium carbonate In acetonitrile for 3 h; Reflux In a 500 mL round-bottomed flask, 2-bromoethanol (27.9 g, 223 mmol), morpholine (40 g, 459 mmol), K2CO3 (48.4 g, 350 mmol), and CH3CN (30 mL) were added and refluxed for 3 h. The reaction was completed.The reaction was cooled to room temperature, filtered and the solvent evaporated to dryness. The crude product was used in the next reaction without further treatment to give a yellow solid (24.40 g, 83percent).
65% for 3 h; Reflux Morpholine (5ml, 57 mmol) was dissolved in acetonitrile (20ml) and 3-bromopropanol (5.7 mL, 63 mmol) was added slowly and the mixture was refluxed for 3h. Yield 65percent. HPLC purity: 98.7percent.
65% With potassium carbonate In tetrahydrofuran at 75℃; for 3 h; To a stirred solution of morpholine (2 g, 22.9 mmol, Spectrochem) in dry tetrahydrofuran (20 mL) was added potassium carbonate (6.3 g, 45.9 mmol, Ranchem) and 2- bromoethanol (2.4 mL, 34.4 mmol) and heated to 75 00 for 3 h. Reaction completion was monitored by TLC. The reaction mixture was concentrated under reduced pressure and water (20 mL) was added and extracted in ethyl acetate (3 x 50 mL). Combinedextract was washed with water, brine solution and dried over anhydrous Na2SO4.The crude product was isolated as brown liquid and was used for next step without further purification (2 g, 65percent). 1H NMR (400 MHz, DMSO-d6): 6 4.40 (s, 1 H), 3.64-3.54 (m, 6H), 2.48-2.33 (m, 6H). LCMS: (Method A) 132 (M-f-H), Rt. 1.2 mm, 99.6percent (Max)
60%
Stage #1: With potassium carbonate In acetonitrile at 20℃; for 0.5 h;
Stage #2: Reflux
To a stirred solution of 2-bromoethan-l-ol (11.78 mL, 165.92 mmol, 7.0 eq) in acetonitrile (68 ml) was added potassium carbonate (9.8 g, 71.10 mmol, 3.0 eq). The reaction mixture was stirred for about 30 minutes at room temperature then added morpholine (3.2 g, 23.70 mmol, 1.0 eq). The reaction mixture was refluxed for overnight. TLC indicated starting material was consumed and the desired product was observed. The reaction mixture was cooled to room temperature and filtered. The filtrate was concentrated to get crude residue which was purified by column chromatography by using 3percent MeOH in DCM as an eluent to afford the desired compound (2.5 g, yield: 60.0percent) as a brown colour liquid. 1H NMR (DMSO-d6, 300 MHz): δ 4.37 (s, 1H), 3.56 (m, 4H), 3.49 (m, 2H) and 2.38-2.33 (m, 6H); Mass: [M+H]+131.98 (80percent).
39.89%
Stage #1: With caesium carbonate In acetonitrile at 20℃; for 1 h;
Stage #2: Reflux
To a stirred solution of 2-bromoethan-1-ol ( 43.0 g, 344.35 mmol, 6.0 eq) inacetonitrile (75 mL) was added cesium carbonate (56.0 g, 172.17 mmol, 3.0 eq). The reactionmixture was stirred at room temperature for 1 hour, then added morpholine (5.0 g, 57.392mmol, 1.0 eq). The reaction mixture was refluxed for overnight. After completion of thereaction (monitored by TLC), the reaction mixture was allowed to cool to room temperature,10 filtered through celite pad and the filtrate was concentrated under reduced pressure. Theresidue was purified by silica gel column chromatography by using 3-10percent methanol in DCMgradient. The fractions containing the expected product were combined and concentratedunder reduced pressure to obtain the title compound (3 .0 g, yield: 39.89percent) as a colourless oil.1H NMR (300 MHz, CDCb): 8 ppm 3.72 (t, J = 4.8 Hz, 4H), 3.63 (t, J = 5.1 Hz, 2H), 2.58-15 2.49 (m, 6H).

Reference: [1] Journal of the Indian Chemical Society, 1989, vol. 66, # 5, p. 316 - 318
[2] Patent: WO2014/12360, 2014, A1, . Location in patent: Paragraph 00498
[3] Patent: US2015/87639, 2015, A1, . Location in patent: Paragraph 0849; 0850
[4] Patent: TWI607995, 2017, B, . Location in patent: Page/Page column 180
[5] Journal of Organic Chemistry, 2018, vol. 83, # 24, p. 15333 - 15346
[6] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 3, p. 799 - 807
[7] Patent: WO2014/198808, 2014, A1, . Location in patent: Page/Page column 119
[8] Patent: WO2017/149518, 2017, A1, . Location in patent: Page/Page column 25
[9] Patent: WO2018/29604, 2018, A1, . Location in patent: Page/Page column 47
[10] Journal of the American Chemical Society, 1955, vol. 77, p. 2855,2857
[11] Patent: WO2014/14698, 2014, A2, . Location in patent: Paragraph 0064; 0074
[12] Patent: EP2813505, 2014, A1, . Location in patent: Paragraph 0157
  • 3
  • [ 6342-79-6 ]
  • [ 622-40-2 ]
  • [ 51068-78-1 ]
  • [ 107-21-1 ]
Reference: [1] Patent: WO2010/130696, 2010, A1, . Location in patent: Page/Page column 10-12
  • 4
  • [ 102-71-6 ]
  • [ 141-43-5 ]
  • [ 622-40-2 ]
  • [ 111-42-2 ]
Reference: [1] Patent: WO2010/42164, 2010, A2, . Location in patent: Page/Page column 5; 7-8
  • 5
  • [ 110-91-8 ]
  • [ 107-07-3 ]
  • [ 622-40-2 ]
Reference: [1] Russian Journal of Applied Chemistry, 2005, vol. 78, # 8, p. 1301 - 1305
[2] Journal of the American Chemical Society, 1945, vol. 67, p. 1843
[3] Journal of the American Pharmaceutical Association (1912-1977), 1953, vol. 42, p. 342
[4] Journal of the Indian Chemical Society, 1959, vol. 36, p. 349,352
[5] Journal of Scientific and Industrial Research, 1958, vol. 17B, p. 11,20[6] Chem.Abstr., 1958, p. 15547
[7] Journal of Organic Chemistry, 1955, vol. 20, p. 855,858

[8] European Journal of Medicinal Chemistry, 2009, vol. 44, # 12, p. 4970 - 4977
[9] Heteroatom Chemistry, 2010, vol. 21, # 3, p. 203 - 209
[10] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 21, p. 6875 - 6884
[11] Chemical Biology and Drug Design, 2016, vol. 87, # 6, p. 946 - 957
  • 6
  • [ 141-43-5 ]
  • [ 111-44-4 ]
  • [ 622-40-2 ]
Reference: [1] Journal of Chemical Research, Miniprint, 1998, # 7, p. 1448 - 1452
[2] Doklady Akademii Nauk SSSR, 1952, vol. 86, p. 1129[3] Chem.Abstr., 1953, p. 12392
[4] Marshall Rev., 1939, vol. 2, # 2, p. 8
[5] Journal of the Chemical Society, 1946, p. 819
[6] Arhiv za Kemiju, 1946, vol. 18, p. 87,92[7] Chem.Abstr., 1948, p. 3395
  • 7
  • [ 110-91-8 ]
  • [ 107-21-1 ]
  • [ 622-40-2 ]
Reference: [1] Journal of Organometallic Chemistry, 1989, vol. 373, p. 343 - 352
  • 8
  • [ 3235-82-3 ]
  • [ 622-40-2 ]
Reference: [1] Medicinal Chemistry, 2012, vol. 8, # 5, p. 865 - 873
  • 9
  • [ 111-44-4 ]
  • [ 622-40-2 ]
Reference: [1] Patent: US2105828, 1934, ,
[2] Patent: US2128887, 1934, ,
  • 10
  • [ 102-71-6 ]
  • [ 622-40-2 ]
Reference: [1] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 5, p. 809
[2] Justus Liebigs Annalen der Chemie, 1898, vol. 301, p. 10[3] Chem. Zentralbl., 1898, vol. 69, # I, p. 813
[4] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1953, vol. 237, p. 1713
  • 11
  • [ 637-39-8 ]
  • [ 622-40-2 ]
Reference: [1] Journal of the American Chemical Society, 1931, vol. 53, p. 2763,2767
[2] Journal of the American Chemical Society, 1931, vol. 53, p. 2763,2767
[3] Patent: US2138763, 1938, ,
  • 12
  • [ 35855-10-8 ]
  • [ 622-40-2 ]
Reference: [1] Journal of Pharmaceutical Sciences, 1994, vol. 83, # 5, p. 644 - 648
  • 13
  • [ 75-21-8 ]
  • [ 110-91-8 ]
  • [ 622-40-2 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1898, vol. 301, p. 10[2] Chem. Zentralbl., 1898, vol. 69, # I, p. 813
[3] Journal of the Chemical Society, 1949, p. 500,505
  • 14
  • [ 110-91-8 ]
  • [ 624-76-0 ]
  • [ 622-40-2 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 6, p. 2607 - 2622
  • 15
  • [ 110-91-8 ]
  • [ 107-21-1 ]
  • [ 622-40-2 ]
  • [ 1723-94-0 ]
Reference: [1] Journal of Organometallic Chemistry, 1989, vol. 373, p. 343 - 352
[2] Journal of Organic Chemistry, 1987, vol. 52, # 3, p. 467 - 468
[3] Journal of Organic Chemistry, 1987, vol. 52, # 3, p. 467 - 468
[4] Journal of Organometallic Chemistry, 1989, vol. 373, p. 343 - 352
[5] Journal of Organic Chemistry, 1987, vol. 52, # 3, p. 467 - 468
  • 16
  • [ 50594-07-5 ]
  • [ 622-40-2 ]
  • [ 124-38-9 ]
  • [ 62-53-3 ]
Reference: [1] Pharmazie, 1997, vol. 52, # 11, p. 881 - 882
  • 17
  • [ 141-43-5 ]
  • [ 7460-82-4 ]
  • [ 622-40-2 ]
Reference: [1] Recueil: Journal of the Royal Netherlands Chemical Society, 1983, vol. 102, # 3, p. 164 - 173
  • 18
  • [ 637-39-8 ]
  • [ 110-91-8 ]
  • [ 622-40-2 ]
  • [ 1723-94-0 ]
  • [ 6425-39-4 ]
Reference: [1] Yakugaku Zasshi, 1955, vol. 75, p. 1367[2] Chem.Abstr., 1956, p. 10106
  • 19
  • [ 34270-90-1 ]
  • [ 7664-41-7 ]
  • [ 622-40-2 ]
Reference: [1] Chemische Berichte, 1901, vol. 34, p. 1391,2908
  • 20
  • [ 622-40-2 ]
  • [ 89583-07-3 ]
YieldReaction ConditionsOperation in experiment
100% With dibromotriphenylphosphorane In dichloromethane at 0 - 20℃; Example 47 80: A solution of the alcohol 79 (1 g, 7.62 mmol) in dichloromethane (76 mL) cooled in an ice bath to 0° C. was treated with dibromotriphenyl phosphorane (3.86 g, 9.15 mmol). After being stirred at room temperature overnight, the solid desired product was filtered off to afford clean bromide 80 (1.4 g, quant); 300 MHz 1H NMR (CD3OD) δ (ppm) 4.1 (m, 2H), 3.85 (m, 2H), 3.8 (t, 2H), 3.7 (t, 2H), 3.58 (m, 2H), 3.25 (m, 2H); MS: 194 (M+1).
Reference: [1] Patent: US2008/58315, 2008, A1, . Location in patent: Page/Page column 46
[2] Arhiv za Kemiju, 1946, vol. 18, p. 87,92[3] Chem.Abstr., 1948, p. 3395
[4] Patent: WO2013/33085, 2013, A1, . Location in patent: Paragraph 00179
[5] Patent: US2010/160308, 2010, A1, . Location in patent: Page/Page column 26
  • 21
  • [ 622-40-2 ]
  • [ 110-54-3 ]
  • [ 558-13-4 ]
  • [ 89583-07-3 ]
YieldReaction ConditionsOperation in experiment
57.8% With triphenylphosphine In dichloromethane 1)
Synthesis of N-(2-bromoethyl) morpholine (84)
N-(2-Hydroxyethyl)morpholine [1.312 g (10 mmol.)] and carbon tetrabromide [4.974 g (15 mmol.)] were dissolved in methylene chloride (40 m), to which was added, under ice-cooling, triphenylphosphine [3.147 g (12 mmol.), and then the mixture was then stirred for 15 hours at room temperature.
The reaction mixture was concentrated under reduced pressure.
n-Hexane was added to the residue, and the mixture was subjected to filtration.
The filtrate was concentrated under reduced pressure.
The crude product thus obtained was purified by column chromatography (silica gel: 70 g; eluent:
n-hexane/ethyl acetate = 1/3) to obtain the desired product (84) [1.122 g (57.8percent)] (colorless oily substance).
Reference: [1] Patent: EP278621, 1991, B1,
[2] Patent: US4987130, 1991, A,
  • 22
  • [ 622-40-2 ]
  • [ 108-93-0 ]
  • [ 85003-00-5 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 1982, vol. 30, # 10, p. 3580 - 3600
  • 23
  • [ 6342-79-6 ]
  • [ 622-40-2 ]
  • [ 51068-78-1 ]
  • [ 107-21-1 ]
Reference: [1] Patent: WO2010/130696, 2010, A1, . Location in patent: Page/Page column 10-12
  • 24
  • [ 622-40-2 ]
  • [ 42802-94-8 ]
YieldReaction ConditionsOperation in experiment
84% With dibromotriphenylphosphorane In dichloromethane at 25℃; for 1 h; Treat a solution of triphenylphosphine dibromide (124 g, 293 mmol) in DCM (2.44 L) with a solution of 4-morpholineethanol (32 g, 244 mmol) in DCM (60 mL) dropwise over one hour while maintaining the reaction temperature below 25° C. Stir the mixture overnight at room temperature. Conduct an additional reaction as above starting with 4-morpholineethanol (10 g, 76 mmol), scaling the reagents appropriately. Combine the reaction mixtures and collect the solids by vacuum filtration to give the title compound 76.7 g (84percent). 1H NMR (399.8 MHz, DMSO-d6) δ 4.05 (m, 2H), 3.84 (m, 2H), 3.78 (t, J=7 Hz, 1H), 3.67 (t, J=7 Hz, 2H), 3.56 (m, 2H), 3.26 (m, 2H).
60.8% With dibromotriphenylphosphorane In dichloromethane at 15℃; for 18 h; Inert atmosphere Under nitrogen, at 0 ° to a solution of 2-morpholino ethanol (4g, 30.49mmol) in dichloromethane (80mL) was added portionwise dibromo-triphenylphosphine (15.45g, 36.59mmol). The mixture was stirred for 18 hours at 15 degreesTime. After completion of the reaction, the reaction mixture was filtered, the filter cake washed with dichloromethane and dried under reduced pressure to give off white solid (5.1g, 60.8percent).
Reference: [1] Patent: US2016/176896, 2016, A1, . Location in patent: Paragraph 0080
[2] Chemical Communications, 2016, vol. 52, # 61, p. 9526 - 9529
[3] Patent: CN105461711, 2016, A, . Location in patent: Paragraph 0149; 0154; 0155; 0156
  • 25
  • [ 622-40-2 ]
  • [ 3647-69-6 ]
Reference: [1] Journal of Polymer Science, Part A: Polymer Chemistry, 2014, vol. 52, # 5, p. 671 - 679
  • 26
  • [ 622-40-2 ]
  • [ 92623-83-1 ]
Reference: [1] Tetrahedron Letters, 1995, vol. 36, # 12, p. 2029 - 2032
  • 27
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  • [ 92623-83-1 ]
Reference: [1] Tetrahedron Letters, 1995, vol. 36, # 12, p. 2029 - 2032
  • 28
  • [ 622-40-2 ]
  • [ 137641-88-4 ]
  • [ 92623-83-1 ]
Reference: [1] Tetrahedron Letters, 1995, vol. 36, # 12, p. 2029 - 2032
[2] Tetrahedron Letters, 1995, vol. 36, # 12, p. 2029 - 2032
  • 29
  • [ 622-40-2 ]
  • [ 897016-82-9 ]
Reference: [1] Journal of Medicinal Chemistry, 2018, vol. 61, # 11, p. 4704 - 4719
  • 30
  • [ 622-40-2 ]
  • [ 128794-94-5 ]
Reference: [1] Patent: WO2009/10503, 2009, A1, . Location in patent: Page/Page column 8-12
  • 31
  • [ 622-40-2 ]
  • [ 26644-03-1 ]
  • [ 128794-94-5 ]
Reference: [1] Patent: WO2009/834, 2008, A1, . Location in patent: Page/Page column 7
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