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Chemical Structure| 4635-59-0
Chemical Structure| 4635-59-0
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Product Details of [ 4635-59-0 ]

CAS No. :4635-59-0 MDL No. :MFCD00000754
Formula : C4H6Cl2O Boiling Point : -
Linear Structure Formula :- InChI Key :CDIIZULDSLKBKV-UHFFFAOYSA-N
M.W :141.00 Pubchem ID :78370
Synonyms :

Calculated chemistry of [ 4635-59-0 ]

Physicochemical Properties

Num. heavy atoms : 7
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.75
Num. rotatable bonds : 3
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 31.13
TPSA : 17.07 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) : -5.99 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.64
Log Po/w (XLOGP3) : 1.65
Log Po/w (WLOGP) : 1.77
Log Po/w (MLOGP) : 1.39
Log Po/w (SILICOS-IT) : 1.92
Consensus Log Po/w : 1.67

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 3.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.56
Solubility : 3.92 mg/ml ; 0.0278 mol/l
Class : Very soluble
Log S (Ali) : -1.62
Solubility : 3.37 mg/ml ; 0.0239 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.25
Solubility : 0.795 mg/ml ; 0.00564 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.45

Safety of [ 4635-59-0 ]

Signal Word:Danger Class:8,6.1
Precautionary Statements:P501-P261-P210-P271-P264-P280-P370+P378-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P403+P233-P403+P235-P405 UN#:2922
Hazard Statements:H331-H314-H227 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 4635-59-0 ]

* 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 [ 4635-59-0 ]
  • Downstream synthetic route of [ 4635-59-0 ]

[ 4635-59-0 ] Synthesis Path-Upstream   1~35

  • 1
  • [ 462-06-6 ]
  • [ 4635-59-0 ]
  • [ 3874-54-2 ]
Reference: [1] Pharmazie, 1980, vol. 35, # 3, p. 140 - 143
[2] J. Gen. Chem. USSR (Engl. Transl.), 1967, vol. 37, p. 1169 - 1172[3] Zhurnal Obshchei Khimii, 1967, vol. 37, p. 1233 - 1236
[4] Journal of Medicinal and Pharmaceutical Chemistry, 1959, vol. 1, p. 281,284
[5] European Journal of Medicinal Chemistry, 1980, vol. 15, # 3, p. 215 - 222
[6] Russian Journal of Bioorganic Chemistry, 2015, vol. 41, # 1, p. 37 - 45[7] Bioorg. Khim., 2015, vol. 41, # 1, p. 44 - 53,10
[8] Organic and Biomolecular Chemistry, 2016, vol. 14, # 16, p. 3883 - 3888
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  • [ 4635-59-0 ]
  • [ 3874-54-2 ]
Reference: [1] Organic and Biomolecular Chemistry, 2011, vol. 9, # 15, p. 5365 - 5368
  • 3
  • [ 96-48-0 ]
  • [ 4635-59-0 ]
YieldReaction ConditionsOperation in experiment
74% at 55℃; for 12 h; y-Butyrolactone (7.7 mL, 0.1 mol) was added in one portion to a stirred solution of thionyl chloride (8 mL, 0.11 mol) and anhydrous zinc chloride (0 6 g, 4.4 mmol). The reaction mixture was heated with stirring at 55 °C for 12 hours then purified by fractional distillation at approximately 15-30 mm Hg. The fraction corresponding to a boiling point range of 110-125 °C was collected which provided the intermediate acid chloride (10.4 g, 74 mmol, 74percent yield). This intermediate was then added slowly (over 15 minutes) to a cooled (0°C) solution of pyridine (6 mL, 74 mmol) and t-butanol (8.75 mL, 92 mmol). After the addition, the reaction was stirred at room temperature for 4 hours then partitioned between water and ether. The water layer was acidified with concentrated sulfuric acid and extracted with ether (3 x 50 mL). The combined organic layers were then washed with IN HC1 solution (3 x 100 mL), water (100 mL), and saturatedNaCl (100 mL). The organic layer was collected, dried over anhydrous Na2SO4, filtered, and solvent was removed i71 vacuo. Compound 9a was recovered as a clear oil in 25percent yield (3.28 g, 18.35 mmol) after purification by column chromatography on silica using 100percent dichloromethane as the eluent (Rf= 0. 9).'H NMR (CDCl3) 3.59 (t, 2H, CH2), 2.41 (t, 2H, CH2), 2.05 (t, 2H, CH2), 1.45 (s, 9H, CH3).
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 3, p. 1124 - 1130
[2] Patent: WO2005/40109, 2005, A1, . Location in patent: Page/Page column 66
[3] Russian Journal of Organic Chemistry, 1996, vol. 32, # 1, p. 21 - 24
[4] Canadian Journal of Chemistry, 1993, vol. 71, # 8, p. 1152 - 1168
[5] Journal of the American Chemical Society, 1957, vol. 79, p. 1455,1457
[6] Journal of the American Pharmaceutical Association (1912-1977), 1959, vol. 48, p. 150,153
[7] DRP/DRBP Org.Chem.,
[8] DRP/DRBP Org.Chem.,
[9] Justus Liebigs Annalen der Chemie, 1955, vol. 596, p. 162,182
[10] DRP/DRBP Org.Chem.,
[11] Chemische Berichte, 1964, vol. 97, p. 2544 - 2550
[12] Tetrahedron, 1970, vol. 26, p. 4207 - 4212
[13] Polish Journal of Chemistry, 1981, vol. 55, # 4, p. 849 - 852
[14] Canadian Journal of Chemistry, 1993, vol. 71, # 5, p. 695 - 713
[15] Russian Journal of Bioorganic Chemistry, 2005, vol. 31, # 6, p. 549 - 555
[16] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2010, vol. 65, # 9, p. 1128 - 1136
[17] Organic Process Research and Development, 2016, vol. 20, # 7, p. 1246 - 1251
[18] Patent: CN106699682, 2017, A, . Location in patent: Paragraph 0024; 0025
  • 4
  • [ 627-00-9 ]
  • [ 4635-59-0 ]
Reference: [1] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1998, vol. 37, # 10, p. 1037 - 1038
[2] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1981, vol. <B> 20, # 4, p. 340 - 342
[3] Annales de Chimie (Cachan, France), 1914, vol. <9>2, p. 332
[4] Chemische Berichte, 1925, vol. 58, p. 1013
[5] Bulletin de la Societe Chimique de France, 1886, vol. <2>45, p. 341[6] Chem. Zentralbl., 1898, vol. 69, # II, p. 273
[7] Patent: EP929544, 2004, B1, . Location in patent: Page 28
[8] Patent: WO2013/52394, 2013, A1, . Location in patent: Paragraph 00243
[9] European Journal of Medicinal Chemistry, 2013, vol. 70, p. 548 - 557
[10] Journal of the American Chemical Society, 2014, vol. 136, # 50, p. 17662 - 17668
[11] Patent: EP3181554, 2017, A1, . Location in patent: Paragraph 0088
[12] Journal of the American Chemical Society, 2017, vol. 139, # 35, p. 12153 - 12156
[13] Advanced Synthesis and Catalysis, 2018, vol. 360, # 11, p. 2125 - 2130
[14] Chemistry and Biodiversity, 2018, vol. 15, # 9,
  • 5
  • [ 141-75-3 ]
  • [ 4635-59-0 ]
Reference: [1] Bulletin des Societes Chimiques Belges, 1957, vol. 66, p. 367,370
[2] Journal of the American Chemical Society, 1940, vol. 62, p. 928
[3] Bulletin des Societes Chimiques Belges, 1949, vol. 58, p. 318
[4] Patent: US2302228, 1940, ,
  • 6
  • [ 201230-82-2 ]
  • [ 75-19-4 ]
  • [ 1951-11-7 ]
  • [ 103-65-1 ]
  • [ 7623-11-2 ]
  • [ 4635-59-0 ]
Reference: [1] Journal of Organic Chemistry, 1980, vol. 45, # 1, p. 140 - 142
  • 7
  • [ 201230-82-2 ]
  • [ 75-19-4 ]
  • [ 71-43-2 ]
  • [ 1951-11-7 ]
  • [ 103-65-1 ]
  • [ 7623-11-2 ]
  • [ 4635-59-0 ]
Reference: [1] Journal of Organic Chemistry, 1980, vol. 45, # 1, p. 140 - 142
  • 8
  • [ 107-92-6 ]
  • [ 4635-59-0 ]
Reference: [1] Journal of the American Chemical Society, 1940, vol. 62, p. 928
  • 9
  • [ 55133-95-4 ]
  • [ 4635-59-0 ]
Reference: [1] Tetrahedron, 1989, vol. 45, # 24, p. 7783 - 7794
  • 10
  • [ 96-48-0 ]
  • [ 75-44-5 ]
  • [ 4635-59-0 ]
Reference: [1] Patent: US2778852, 1953, ,
  • 11
  • [ 96-48-0 ]
  • [ 98-07-7 ]
  • [ 4635-59-0 ]
Reference: [1] DRP/DRBP Org.Chem.,
  • 12
  • [ 96-48-0 ]
  • [ 56-23-5 ]
  • [ 4635-59-0 ]
Reference: [1] DRP/DRBP Org.Chem.,
  • 13
  • [ 96-48-0 ]
  • [ 4885-02-3 ]
  • [ 4635-59-0 ]
Reference: [1] Chemische Berichte, 1959, vol. 92, p. 83,86,89
  • 14
  • [ 56-23-5 ]
  • [ 7791-25-5 ]
  • [ 141-75-3 ]
  • [ 94-36-0 ]
  • [ 1951-11-7 ]
  • [ 7623-11-2 ]
  • [ 4635-59-0 ]
Reference: [1] Journal of the American Chemical Society, 1940, vol. 62, p. 928
[2] Patent: US2302228, 1940, ,
  • 15
  • [ 141-75-3 ]
  • [ 1951-11-7 ]
  • [ 89123-81-9 ]
  • [ 7623-11-2 ]
  • [ 4635-59-0 ]
Reference: [1] Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1981, vol. 35, # 3, p. 175 - 178
  • 16
  • [ 141-75-3 ]
  • [ 1951-11-7 ]
  • [ 7623-11-2 ]
  • [ 4635-59-0 ]
Reference: [1] Bulletin des Societes Chimiques Belges, 1949, vol. 58, p. 318
  • 17
  • [ 108-86-1 ]
  • [ 4635-59-0 ]
  • [ 4559-96-0 ]
Reference: [1] Pharmazie, 1980, vol. 35, # 3, p. 140 - 143
[2] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 22, p. 4729 - 4742
[3] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 10, p. 2777 - 2780
[4] Chemistry - A European Journal, 2011, vol. 17, # 50, p. 14234 - 14240
[5] Journal of Photochemistry and Photobiology B: Biology, 2012, vol. 115, p. 25 - 34
[6] Russian Journal of Bioorganic Chemistry, 2015, vol. 41, # 1, p. 37 - 45[7] Bioorg. Khim., 2015, vol. 41, # 1, p. 44 - 53,10
[8] Organic and Biomolecular Chemistry, 2016, vol. 14, # 16, p. 3883 - 3888
  • 18
  • [ 108-90-7 ]
  • [ 4635-59-0 ]
  • [ 40877-09-6 ]
Reference: [1] Pharmazie, 1980, vol. 35, # 3, p. 140 - 143
[2] Chemical and Pharmaceutical Bulletin, 1989, vol. 37, # 4, p. 958 - 961
[3] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 22, p. 4729 - 4742
[4] Russian Journal of Bioorganic Chemistry, 2015, vol. 41, # 1, p. 37 - 45[5] Bioorg. Khim., 2015, vol. 41, # 1, p. 44 - 53,10
[6] Patent: CN106986887, 2017, A, . Location in patent: Paragraph 0021
  • 19
  • [ 873-77-8 ]
  • [ 4635-59-0 ]
  • [ 40877-09-6 ]
Reference: [1] Organic and Biomolecular Chemistry, 2011, vol. 9, # 15, p. 5365 - 5368
  • 20
  • [ 637-87-6 ]
  • [ 4635-59-0 ]
  • [ 40877-09-6 ]
Reference: [1] Tetrahedron Letters, 1997, vol. 38, # 11, p. 1927 - 1930
  • 21
  • [ 4635-59-0 ]
  • [ 6139-83-9 ]
Reference: [1] Patent: US4120874, 1978, A,
  • 22
  • [ 122-51-0 ]
  • [ 4635-59-0 ]
  • [ 6139-83-9 ]
Reference: [1] Recueil des Travaux Chimiques des Pays-Bas, 1969, vol. 88, p. 177 - 184
  • 23
  • [ 4635-59-0 ]
  • [ 108-95-2 ]
  • [ 7150-55-2 ]
Reference: [1] Synthetic Communications, 1988, vol. 18, # l6-17, p. 2183 - 2192
  • 24
  • [ 188290-36-0 ]
  • [ 4635-59-0 ]
  • [ 627-00-9 ]
  • [ 43076-59-1 ]
Reference: [1] Phosphorus and Sulfur and the Related Elements, 1987, vol. 33, p. 25 - 32
  • 25
  • [ 4635-59-0 ]
  • [ 627-00-9 ]
Reference: [1] Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 1975, p. 2129 - 2134
  • 26
  • [ 681-84-5 ]
  • [ 4635-59-0 ]
  • [ 29882-07-3 ]
Reference: [1] Patent: US2695318, 1951, ,
  • 27
  • [ 4635-59-0 ]
  • [ 149-73-5 ]
  • [ 29882-07-3 ]
Reference: [1] Patent: US2695318, 1951, ,
  • 28
  • [ 67-56-1 ]
  • [ 4635-59-0 ]
  • [ 29882-07-3 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981, p. 251 - 255
  • 29
  • [ 462-06-6 ]
  • [ 4635-59-0 ]
  • [ 772-31-6 ]
Reference: [1] Chemische Berichte, 1963, vol. 96, p. 2532 - 2536
  • 30
  • [ 108-86-1 ]
  • [ 4635-59-0 ]
  • [ 6952-89-2 ]
Reference: [1] Chemische Berichte, 1963, vol. 96, p. 2532 - 2536
  • 31
  • [ 6638-79-5 ]
  • [ 4635-59-0 ]
  • [ 64214-66-0 ]
YieldReaction ConditionsOperation in experiment
96% With triethylamine In dichloromethane at 0 - 20℃; for 3 h; N,O-dimethylhydroxylamine hydrochloride (30.4 g, 0 . 31 µM) dissolved in dichloromethane (500 ml), cooled in a ice bath cooling, and triethylamine (65 g, 0.64 µM) added and stirred, then compound 1 (40 g, 0.28 µM) dropped, in controlled temperature 0 - 6 degree c. The completion of the dropping, the reaction is carried out at room temperature 3 hours, dilute hydrochloric acid for (1 M) quenching. Separating the organic layer, the organic layer sequentially saturated NaHCO3 (100 ml) and saturated salt water (100 ml) each washing again, using anhydrous Na2 SO4 Drying, the solvent is removed under reduced pressure, to obtain compound 2 (45 g, 96percent, light brown liquid).
95% With pyridine In dichloromethane at 0 - 20℃; for 1 h; Step 1. 4-chloro-N-methyl-N (methyloxy) butanamide To a solution of 4-chlorobutanoyl chloride (5.64 g, 40.0 mmol) and a N, O- dimethylhydroxylamine hydrochloride (3.91 g, 40.0 mmol) in CH2C12 (80 mL) at 0 °C, was added pyridine (7.2 ml, 88.0 mmol) in CHzClx (30 mL). This mixture was kept stirring at 0 °C for lh, then warmed to rt. The reaction mixture then diluted with Et20 (200 mL), washed with saturated IN HCl (2X), saturated NaHC03 solution and brine, dried over Na2S04, filtered and concentrated to afford the title compound as a colorless oil (6.28 g, 95percent).
95% With pyridine In dichloromethane at 0 - 20℃; for 1 h; Step 1. 4-chloro-N-methyl-N (methyloxy) butanamide To a solution of 4-chlorobutanoyl chloride (5.64 g, 40.0 mmol) and a N, O- dimethylhydroxylamine hydrochloride (3.91 g, 40.0 mmol) in CH2C12 (80 mL) at 0 °C, was added pyridine (7.2 ml, 88.0 mmol) in CHzClx (30 mL). This mixture was kept stirring at 0 °C for lh, then warmed to rt. The reaction mixture then diluted with Et20 (200 mL), washed with saturated IN HCl (2X), saturated NaHC03 solution and brine, dried over Na2S04, filtered and concentrated to afford the title compound as a colorless oil (6.28 g, 95percent).
94% With triethylamine In dichloromethane at 0℃; for 3.5 h; To a solution of 4-chlorobutanoyl chloride (50.0 g, 355 mmol) and N-MeO-N-Methyl amine HCl (34.6 g, 355 mmol) in DCM (709 mL) was slowly added TEA (109 mL, 780 mmol) at 0° C. over 30 minutes.
The reaction mixture was stirred at 0° C. for 3 hours and then treated with water (250 mL).
The separated organic layer was washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to afford 4-chloro-N-methoxy-N-methylbutanamide (55.0 g, 94percent) as yellow oil, which was used for the next reaction without further purification. 1H-NMR (CDCl3, Varian, 400 MHz): δ 2.12 (2H, quint, J=6.4 Hz), 2.63 (2H, t, J=7.2 Hz), 3.19 (3H, s), 3.64 (2H, t, J=6.4 Hz), 3.71 (3H, s).
92% With potassium carbonate In diethyl ether; water at 0 - 20℃; Inert atmosphere General procedure: To an aqueous solution of K2CO3 (2.0 equiv.) was added Et2O andN,O-dimethylhydroxyamine hydrochloride (1.5 equiv.). The resultingmixture was cooled at 0 °C and after 2 min the correspondingacyl chloride (1.0 equiv.) was added dropwise. The reaction wasstirred overnight until the room temperature was reached. Thereaction mixture was extracted with Et2O (2 5 mL) and washedwith water (5 mL) and brine (10 mL). The organic phase was dried(anhydrous Na2SO4), filtered and, after removal of the solvent underreduced pressure, the pure compounds 2-3 were obtained.
79 g
Stage #1: With pyridine In dichloromethane at 0℃; for 0.25 h;
Stage #2: at 0℃; for 2 h;
Pyridine (101.28 g, 106.6mL 1281.79 mmol) was added to a solution of N,0- dimethylhydroxylamine hydrochloride (50 g, 512.72 mmol) in DCM (800mL) at 0°C and stirring was continued for 15 min. Chlorobutyrylchloride (72.29 g, 512.72 mmol) was then added to this mixture and was stirred continuously at 0°C for 2 h. The reaction mixture was diluted with DCM and the organic layer was washed with water followed by brine. The organic layer was separated; dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 79 g of the title compound as a pale brown liquid. MS (ESI): m/z 166.1(M+H)
79 g
Stage #1: With pyridine In dichloromethane at 0℃; for 0.25 h;
Stage #2: at 0℃; for 2 h;
Pyridine (101.28 g, 106.6 mL 1281.79 mmol) was added to a solution of N,O-dimethylhydroxylamine hydrochloride (50 g, 512.72 mmol) in DCM (800 mL) at 0° C. and stirring was continued for 15 min.
Chlorobutyrylchloride (72.29 g, 512.72 mmol) was then added to this mixture and was stirred continuously at 0° C. for 2 h.
The reaction mixture was diluted with DCM and the organic layer was washed with water followed by brine.
The organic layer was separated; dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 79 g of the title compound as a pale brown liquid.
MS (ESI): m/z 166.1 (M+H).

Reference: [1] Patent: CN104672121, 2017, B, . Location in patent: Paragraph 0038-0040
[2] Patent: WO2005/37197, 2005, A2, . Location in patent: Page/Page column 104
[3] Patent: WO2005/37197, 2005, A2, . Location in patent: Page/Page column 104
[4] Patent: US2016/168156, 2016, A1, . Location in patent: Paragraph 0195; 0197; 0198
[5] European Journal of Medicinal Chemistry, 2018, vol. 158, p. 353 - 370
[6] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 14, p. 4141 - 4145
[7] Synthesis, 2001, # 15, p. 2239 - 2246
[8] Patent: US5981550, 1999, A,
[9] Patent: US5985901, 1999, A,
[10] Patent: US5985901, 1999, A,
[11] Patent: US6156767, 2000, A,
[12] Patent: US6156772, 2000, A,
[13] Patent: US6156767, 2000, A,
[14] Patent: US5756507, 1998, A,
[15] Patent: US5780437, 1998, A,
[16] Patent: US6197975, 2001, B1,
[17] Patent: US6200957, 2001, B1,
[18] Patent: WO2013/59437, 2013, A1, . Location in patent: Paragraph 0186-0187
[19] Patent: WO2013/88256, 2013, A1, . Location in patent: Page/Page column 57
[20] Journal of Organic Chemistry, 2013, vol. 78, # 18, p. 9181 - 9189
[21] Patent: US2014/371217, 2014, A1, . Location in patent: Paragraph 0551
[22] Tetrahedron Letters, 2017, vol. 58, # 27, p. 2640 - 2643
[23] Patent: CN108003161, 2018, A, . Location in patent: Paragraph 0324-0328
  • 32
  • [ 4635-59-0 ]
  • [ 64214-66-0 ]
YieldReaction ConditionsOperation in experiment
79 g
Stage #1: With pyridine In dichloromethane at 0℃; for 0.25 h;
Stage #2: at 0℃; for 2 h;
Pyridine (101.28 g, 106.6 mL, 1281.79 mmol) was added to a solution of N,O-dimethylhydroxylamine hydrochloride (50 g, 512.72 mmol) in DCM (800 mL) at 0° C. and stirring was continued for 15 min. Chlorobutyrylchloride (72.29 g, 512.72 mmol) was then added to this mixture and was stirred continuously at 0° C. for 2 h. The reaction mixture was diluted with DCM and the organic layer was washed with water followed by brine. The organic layer was separated, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 79 g of the title compound as a pale brown liquid. MS (ESI): m/z 166.1 (M+H).
Reference: [1] Patent: US2015/368238, 2015, A1, . Location in patent: Paragraph 0575
  • 33
  • [ 4635-59-0 ]
  • [ 1117-97-1 ]
  • [ 64214-66-0 ]
Reference: [1] Organic Letters, 2005, vol. 7, # 7, p. 1427 - 1429
  • 34
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  • [ 64214-66-0 ]
Reference: [1] Patent: US6004984, 1999, A,
  • 35
  • [ 4635-59-0 ]
  • [ 64214-66-0 ]
Reference: [1] Patent: US5849764, 1998, A,
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