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[ CAS No. 302-72-7 ]

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Chemical Structure| 302-72-7
Chemical Structure| 302-72-7
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Product Details of [ 302-72-7 ]

CAS No. :302-72-7 MDL No. :MFCD00064408
Formula : C3H7NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :89.09 g/mol Pubchem ID :-
Synonyms :

Safety of [ 302-72-7 ]

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 [ 302-72-7 ]

  • Upstream synthesis route of [ 302-72-7 ]
  • Downstream synthetic route of [ 302-72-7 ]

[ 302-72-7 ] Synthesis Path-Upstream   1~27

  • 1
  • [ 77287-34-4 ]
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  • [ 113-00-8 ]
  • [ 127-17-3 ]
  • [ 57-13-6 ]
  • [ 302-72-7 ]
  • [ 18588-61-9 ]
Reference: [1] Chemistry - A European Journal, 2018, vol. 24, # 32, p. 8126 - 8132
  • 2
  • [ 108-24-7 ]
  • [ 302-72-7 ]
  • [ 20662-84-4 ]
Reference: [1] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1933, vol. 218, p. 129,138
  • 3
  • [ 127-09-3 ]
  • [ 108-24-7 ]
  • [ 302-72-7 ]
  • [ 20662-84-4 ]
Reference: [1] Journal of Organic Chemistry, 1947, vol. 12, p. 43,45
[2] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1933, vol. 218, p. 129,138
  • 4
  • [ 77287-34-4 ]
  • [ 156-81-0 ]
  • [ 849585-22-4 ]
  • [ 617-48-1 ]
  • [ 2491-15-8 ]
  • [ 110-15-6 ]
  • [ 108-53-2 ]
  • [ 71-30-7 ]
  • [ 113-00-8 ]
  • [ 127-17-3 ]
  • [ 66-22-8 ]
  • [ 66224-66-6 ]
  • [ 56-40-6 ]
  • [ 302-72-7 ]
  • [ 18514-52-8 ]
YieldReaction ConditionsOperation in experiment
0.18 mg With ferric sulfate nonahydrate In water at 80℃; for 24 h; General procedure: To model the chemical environment on the outer side of thetubular structures, NH2CHO (200 μL) was mixed with thesodium silicate solution (2.0 mL) in the presence of preformedMSH [ZnCl2, FeCl2·4H2O, CuCl2·2H2O, Fe2(SO4)3·9H2O,and MgSO4] (2.0percent w/w) at 80 °C for 24 h. In two selectedcases [FeCl2 and Fe2(SO4)3·9H2O], NH2CHO (200 μL) wasmixed with the sodium silicate solution (2.0 mL) in the presence of selected growing MSH (starting from 2.0percent w/w ofthe corresponding salt’s pellet) at 80 °C for 24 h. For the innerenvironment, NH2CHO (200 μL) was mixed with distilledwater (2.0 mL) in the presence of selected MSH (2.0percent w/w) at80 °C for 24 h. The reaction of NH2CHO (10percent v/v) with thesodium silicate solution (pH 12) without MSH membranes wasalso analyzed under similar experimental conditions. Theproducts were analyzed by gas chromatography associatedwith mass spectrometry (GC-MS) after treatment with N,Nbis-trimethylsilyl trifluoroacetamide in pyridine (620 μL) at 60°C for 4 h in the presence of betulinol (CAS Registry Number473-98-3) as the internal standard (0.2 mg). Mass spectrometrywas performed by the following program: injection temperature280 °C, detector temperature 280 °C, gradient 100 °C for 2min, and 10 °C/min for 60 min. To identify the structure of theproducts, two strategies were followed. First, the spectra werecompared with commercially available electron mass spectrumlibraries such as NIST (Fison, Manchester, U.K.). Second, GCMSanalysis was repeated with standard compounds. Allproducts have been recognized with a similarity index (SI)greater than 98percent compared to that of the reference standards.The analysis was limited to products of ≥1 ng/mL, and theyield was calculated as micrograms of product per startingformamide. For further experimental details, see the SupportingInformation.
Reference: [1] Biochemistry, 2016, vol. 55, # 19, p. 2806 - 2811
  • 5
  • [ 77287-34-4 ]
  • [ 156-81-0 ]
  • [ 849585-22-4 ]
  • [ 617-48-1 ]
  • [ 2491-15-8 ]
  • [ 110-15-6 ]
  • [ 108-53-2 ]
  • [ 71-30-7 ]
  • [ 113-00-8 ]
  • [ 127-17-3 ]
  • [ 66-22-8 ]
  • [ 66224-66-6 ]
  • [ 56-40-6 ]
  • [ 302-72-7 ]
YieldReaction ConditionsOperation in experiment
0.12 mg With magnesium sulfate In water at 80℃; for 24 h; General procedure: To model the chemical environment on the outer side of thetubular structures, NH2CHO (200 μL) was mixed with thesodium silicate solution (2.0 mL) in the presence of preformedMSH [ZnCl2, FeCl2·4H2O, CuCl2·2H2O, Fe2(SO4)3·9H2O,and MgSO4] (2.0percent w/w) at 80 °C for 24 h. In two selectedcases [FeCl2 and Fe2(SO4)3·9H2O], NH2CHO (200 μL) wasmixed with the sodium silicate solution (2.0 mL) in the presence of selected growing MSH (starting from 2.0percent w/w ofthe corresponding salt’s pellet) at 80 °C for 24 h. For the innerenvironment, NH2CHO (200 μL) was mixed with distilledwater (2.0 mL) in the presence of selected MSH (2.0percent w/w) at80 °C for 24 h. The reaction of NH2CHO (10percent v/v) with thesodium silicate solution (pH 12) without MSH membranes wasalso analyzed under similar experimental conditions. Theproducts were analyzed by gas chromatography associatedwith mass spectrometry (GC-MS) after treatment with N,Nbis-trimethylsilyl trifluoroacetamide in pyridine (620 μL) at 60°C for 4 h in the presence of betulinol (CAS Registry Number473-98-3) as the internal standard (0.2 mg). Mass spectrometrywas performed by the following program: injection temperature280 °C, detector temperature 280 °C, gradient 100 °C for 2min, and 10 °C/min for 60 min. To identify the structure of theproducts, two strategies were followed. First, the spectra werecompared with commercially available electron mass spectrumlibraries such as NIST (Fison, Manchester, U.K.). Second, GCMSanalysis was repeated with standard compounds. Allproducts have been recognized with a similarity index (SI)greater than 98percent compared to that of the reference standards.The analysis was limited to products of ≥1 ng/mL, and theyield was calculated as micrograms of product per startingformamide. For further experimental details, see the SupportingInformation.
Reference: [1] Biochemistry, 2016, vol. 55, # 19, p. 2806 - 2811
  • 6
  • [ 77287-34-4 ]
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  • [ 328-42-7 ]
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  • [ 71-30-7 ]
  • [ 120-73-0 ]
  • [ 144-62-7 ]
  • [ 113-00-8 ]
  • [ 127-17-3 ]
  • [ 66-22-8 ]
  • [ 56-06-4 ]
  • [ 66224-66-6 ]
  • [ 57-13-6 ]
  • [ 56-40-6 ]
  • [ 302-72-7 ]
  • [ 18588-61-9 ]
Reference: [1] Chemistry - A European Journal, 2018, vol. 24, # 32, p. 8126 - 8132
  • 7
  • [ 77287-34-4 ]
  • [ 51953-18-5 ]
  • [ 1455-77-2 ]
  • [ 120-89-8 ]
  • [ 73-40-5 ]
  • [ 328-42-7 ]
  • [ 2491-15-8 ]
  • [ 110-15-6 ]
  • [ 71-30-7 ]
  • [ 120-73-0 ]
  • [ 144-62-7 ]
  • [ 113-00-8 ]
  • [ 127-17-3 ]
  • [ 66-22-8 ]
  • [ 66224-66-6 ]
  • [ 57-13-6 ]
  • [ 56-40-6 ]
  • [ 302-72-7 ]
Reference: [1] Chemistry - A European Journal, 2018, vol. 24, # 32, p. 8126 - 8132
  • 8
  • [ 77287-34-4 ]
  • [ 23147-58-2 ]
  • [ 1455-77-2 ]
  • [ 120-89-8 ]
  • [ 849585-22-4 ]
  • [ 73-40-5 ]
  • [ 110-15-6 ]
  • [ 120-73-0 ]
  • [ 144-62-7 ]
  • [ 113-00-8 ]
  • [ 127-17-3 ]
  • [ 57-13-6 ]
  • [ 302-72-7 ]
  • [ 18588-61-9 ]
Reference: [1] Chemistry - A European Journal, 2018, vol. 24, # 32, p. 8126 - 8132
  • 9
  • [ 201230-82-2 ]
  • [ 302-84-1 ]
  • [ 598-42-5 ]
  • [ 113-21-3 ]
  • [ 3131-59-7 ]
  • [ 666-14-8 ]
  • [ 598-81-2 ]
  • [ 56-40-6 ]
  • [ 598-41-4 ]
  • [ 302-72-7 ]
  • [ 4726-84-5 ]
Reference: [1] Tetrahedron Letters, 2010, vol. 51, # 7, p. 1069 - 1071
  • 10
  • [ 77287-34-4 ]
  • [ 51953-18-5 ]
  • [ 1455-77-2 ]
  • [ 120-89-8 ]
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  • [ 73-40-5 ]
  • [ 328-42-7 ]
  • [ 2491-15-8 ]
  • [ 110-15-6 ]
  • [ 71-30-7 ]
  • [ 120-73-0 ]
  • [ 144-62-7 ]
  • [ 113-00-8 ]
  • [ 127-17-3 ]
  • [ 66-22-8 ]
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  • [ 57-13-6 ]
  • [ 56-40-6 ]
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  • [ 18588-61-9 ]
Reference: [1] Chemistry - A European Journal, 2018, vol. 24, # 32, p. 8126 - 8132
  • 11
  • [ 401-67-2 ]
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  • [ 381-73-7 ]
Reference: [1] Synthesis, 1993, # 10, p. 961 - 963
  • 12
  • [ 302-72-7 ]
  • [ 6168-72-5 ]
Reference: [1] Analytical Chemistry, 2001, vol. 73, # 4, p. 799 - 802
[2] Journal of Organic Chemistry, 1980, vol. 45, # 11, p. 2145 - 2151
[3] Patent: US2010/152203, 2010, A1, . Location in patent: Page/Page column 18
  • 13
  • [ 501-53-1 ]
  • [ 302-72-7 ]
  • [ 4132-86-9 ]
Reference: [1] Tetrahedron Letters, 2012, vol. 53, # 30, p. 3869 - 3872
[2] Journal of the Chemical Society. Perkin Transactions 1, 2002, # 4, p. 533 - 541
[3] Chemische Berichte, 1932, vol. 65, p. 1192,1198
[4] Organic Syntheses, Coll. Vol III <1955> 167, 169,
[5] Tetrahedron, 1983, vol. 39, # 9, p. 1635 - 1642
[6] Angewandte Chemie - International Edition, 2001, vol. 40, # 5, p. 903 - 905
[7] Tetrahedron Asymmetry, 2005, vol. 16, # 15, p. 2569 - 2573
[8] Organic Letters, 2007, vol. 9, # 13, p. 2521 - 2524
[9] Canadian Journal of Chemistry, 2008, vol. 86, # 3, p. 219 - 224
[10] Angewandte Chemie - International Edition, 2014, vol. 53, # 51, p. 14051 - 14054[11] Angew. Chem., 2014, # 51, p. 14275 - 14278,4
  • 14
  • [ 91806-74-5 ]
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  • [ 4132-86-9 ]
Reference: [1] Tetrahedron, 1998, vol. 54, # 49, p. 14679 - 14688
  • 15
  • [ 302-72-7 ]
  • [ 1068-84-4 ]
  • [ 302-84-1 ]
  • [ 5735-66-0 ]
Reference: [1] Bioscience, Biotechnology and Biochemistry, 1996, vol. 60, # 11, p. 1851 - 1855
  • 16
  • [ 302-72-7 ]
  • [ 1068-84-4 ]
  • [ 302-84-1 ]
  • [ 5735-66-0 ]
  • [ 64-19-7 ]
  • [ 127-17-3 ]
  • [ 56-40-6 ]
Reference: [1] Tetrahedron Letters, 1983, vol. 24, # 44, p. 4839 - 4842
  • 17
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  • [ 302-84-1 ]
  • [ 3130-87-8 ]
  • [ 56-40-6 ]
Reference: [1] Chemistry Letters, 1997, # 5, p. 393 - 394
[2] Chemistry Letters, 1997, # 5, p. 393 - 394
[3] Chemistry Letters, 1997, # 5, p. 393 - 394
  • 18
  • [ 77287-34-4 ]
  • [ 156-81-0 ]
  • [ 849585-22-4 ]
  • [ 617-48-1 ]
  • [ 2491-15-8 ]
  • [ 110-15-6 ]
  • [ 108-53-2 ]
  • [ 71-30-7 ]
  • [ 113-00-8 ]
  • [ 127-17-3 ]
  • [ 66-22-8 ]
  • [ 66224-66-6 ]
  • [ 56-40-6 ]
  • [ 302-72-7 ]
  • [ 18514-52-8 ]
YieldReaction ConditionsOperation in experiment
0.18 mg With ferric sulfate nonahydrate In water at 80℃; for 24 h; General procedure: To model the chemical environment on the outer side of thetubular structures, NH2CHO (200 μL) was mixed with thesodium silicate solution (2.0 mL) in the presence of preformedMSH [ZnCl2, FeCl2·4H2O, CuCl2·2H2O, Fe2(SO4)3·9H2O,and MgSO4] (2.0percent w/w) at 80 °C for 24 h. In two selectedcases [FeCl2 and Fe2(SO4)3·9H2O], NH2CHO (200 μL) wasmixed with the sodium silicate solution (2.0 mL) in the presence of selected growing MSH (starting from 2.0percent w/w ofthe corresponding salt’s pellet) at 80 °C for 24 h. For the innerenvironment, NH2CHO (200 μL) was mixed with distilledwater (2.0 mL) in the presence of selected MSH (2.0percent w/w) at80 °C for 24 h. The reaction of NH2CHO (10percent v/v) with thesodium silicate solution (pH 12) without MSH membranes wasalso analyzed under similar experimental conditions. Theproducts were analyzed by gas chromatography associatedwith mass spectrometry (GC-MS) after treatment with N,Nbis-trimethylsilyl trifluoroacetamide in pyridine (620 μL) at 60°C for 4 h in the presence of betulinol (CAS Registry Number473-98-3) as the internal standard (0.2 mg). Mass spectrometrywas performed by the following program: injection temperature280 °C, detector temperature 280 °C, gradient 100 °C for 2min, and 10 °C/min for 60 min. To identify the structure of theproducts, two strategies were followed. First, the spectra werecompared with commercially available electron mass spectrumlibraries such as NIST (Fison, Manchester, U.K.). Second, GCMSanalysis was repeated with standard compounds. Allproducts have been recognized with a similarity index (SI)greater than 98percent compared to that of the reference standards.The analysis was limited to products of ≥1 ng/mL, and theyield was calculated as micrograms of product per startingformamide. For further experimental details, see the SupportingInformation.
Reference: [1] Biochemistry, 2016, vol. 55, # 19, p. 2806 - 2811
  • 19
  • [ 77287-34-4 ]
  • [ 156-81-0 ]
  • [ 849585-22-4 ]
  • [ 617-48-1 ]
  • [ 2491-15-8 ]
  • [ 110-15-6 ]
  • [ 108-53-2 ]
  • [ 71-30-7 ]
  • [ 113-00-8 ]
  • [ 127-17-3 ]
  • [ 66-22-8 ]
  • [ 66224-66-6 ]
  • [ 56-40-6 ]
  • [ 302-72-7 ]
YieldReaction ConditionsOperation in experiment
0.12 mg With magnesium sulfate In water at 80℃; for 24 h; General procedure: To model the chemical environment on the outer side of thetubular structures, NH2CHO (200 μL) was mixed with thesodium silicate solution (2.0 mL) in the presence of preformedMSH [ZnCl2, FeCl2·4H2O, CuCl2·2H2O, Fe2(SO4)3·9H2O,and MgSO4] (2.0percent w/w) at 80 °C for 24 h. In two selectedcases [FeCl2 and Fe2(SO4)3·9H2O], NH2CHO (200 μL) wasmixed with the sodium silicate solution (2.0 mL) in the presence of selected growing MSH (starting from 2.0percent w/w ofthe corresponding salt’s pellet) at 80 °C for 24 h. For the innerenvironment, NH2CHO (200 μL) was mixed with distilledwater (2.0 mL) in the presence of selected MSH (2.0percent w/w) at80 °C for 24 h. The reaction of NH2CHO (10percent v/v) with thesodium silicate solution (pH 12) without MSH membranes wasalso analyzed under similar experimental conditions. Theproducts were analyzed by gas chromatography associatedwith mass spectrometry (GC-MS) after treatment with N,Nbis-trimethylsilyl trifluoroacetamide in pyridine (620 μL) at 60°C for 4 h in the presence of betulinol (CAS Registry Number473-98-3) as the internal standard (0.2 mg). Mass spectrometrywas performed by the following program: injection temperature280 °C, detector temperature 280 °C, gradient 100 °C for 2min, and 10 °C/min for 60 min. To identify the structure of theproducts, two strategies were followed. First, the spectra werecompared with commercially available electron mass spectrumlibraries such as NIST (Fison, Manchester, U.K.). Second, GCMSanalysis was repeated with standard compounds. Allproducts have been recognized with a similarity index (SI)greater than 98percent compared to that of the reference standards.The analysis was limited to products of ≥1 ng/mL, and theyield was calculated as micrograms of product per startingformamide. For further experimental details, see the SupportingInformation.
Reference: [1] Biochemistry, 2016, vol. 55, # 19, p. 2806 - 2811
  • 20
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  • [ 1455-77-2 ]
  • [ 120-89-8 ]
  • [ 849585-22-4 ]
  • [ 73-40-5 ]
  • [ 328-42-7 ]
  • [ 2491-15-8 ]
  • [ 110-15-6 ]
  • [ 71-30-7 ]
  • [ 120-73-0 ]
  • [ 144-62-7 ]
  • [ 113-00-8 ]
  • [ 127-17-3 ]
  • [ 66-22-8 ]
  • [ 56-06-4 ]
  • [ 66224-66-6 ]
  • [ 57-13-6 ]
  • [ 56-40-6 ]
  • [ 302-72-7 ]
  • [ 18588-61-9 ]
Reference: [1] Chemistry - A European Journal, 2018, vol. 24, # 32, p. 8126 - 8132
  • 21
  • [ 77287-34-4 ]
  • [ 51953-18-5 ]
  • [ 1455-77-2 ]
  • [ 120-89-8 ]
  • [ 73-40-5 ]
  • [ 328-42-7 ]
  • [ 2491-15-8 ]
  • [ 110-15-6 ]
  • [ 71-30-7 ]
  • [ 120-73-0 ]
  • [ 144-62-7 ]
  • [ 113-00-8 ]
  • [ 127-17-3 ]
  • [ 66-22-8 ]
  • [ 66224-66-6 ]
  • [ 57-13-6 ]
  • [ 56-40-6 ]
  • [ 302-72-7 ]
Reference: [1] Chemistry - A European Journal, 2018, vol. 24, # 32, p. 8126 - 8132
  • 22
  • [ 501-53-1 ]
  • [ 302-72-7 ]
  • [ 26607-51-2 ]
  • [ 1142-20-7 ]
Reference: [1] Journal of Labelled Compounds and Radiopharmaceuticals, 2000, vol. 43, # 5, p. 449 - 461
  • 23
  • [ 403-43-0 ]
  • [ 302-72-7 ]
  • [ 451-28-5 ]
Reference: [1] Journal of Organic Chemistry, 1952, vol. 17, p. 1661,1662
[2] Analytical Chemistry, 1985, vol. 57, # 1, p. 76 - 81
[3] Synthetic Communications, 2013, vol. 43, # 11, p. 1538 - 1542
[4] Synlett, 2013, vol. 24, # 14, p. 1801 - 1804
  • 24
  • [ 67-56-1 ]
  • [ 302-72-7 ]
  • [ 13515-97-4 ]
Reference: [1] Angewandte Chemie - International Edition, 2012, vol. 51, # 43, p. 10808 - 10811[2] Angewandte Chemie, 2012, vol. 124, # 43, p. 10966 - 10969
[3] Organic Letters, 2013, vol. 15, # 19, p. 5056 - 5059
[4] Molecules, 2008, vol. 13, # 5, p. 1111 - 1119
[5] Journal of the American Chemical Society, 1924, vol. 46, p. 412
[6] Journal fuer Praktische Chemie (Leipzig), 1891, vol. <2> 44, p. 564
[7] Chemical and Pharmaceutical Bulletin, 1989, vol. 37, # 11, p. 3119 - 3121
[8] Farmaco (Societa chimica italiana : 1989), 2001, vol. 56, # 12, p. 929 - 931
[9] Journal of Organic Chemistry, 2008, vol. 73, # 7, p. 2784 - 2791
[10] Tetrahedron Letters, 2008, vol. 49, # 24, p. 3943 - 3945
[11] Synthetic Communications, 2010, vol. 40, # 8, p. 1161 - 1179
[12] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 2, p. 406 - 409
[13] Journal of Polymer Science, Part A: Polymer Chemistry, 2010, vol. 48, # 23, p. 5364 - 5374
[14] Chinese Journal of Chemistry, 2011, vol. 29, # 5, p. 1011 - 1016
[15] Tetrahedron Letters, 2013, vol. 54, # 39, p. 5370 - 5373
[16] Journal of the American Chemical Society, 2016, vol. 138, # 1, p. 265 - 271
[17] Russian Chemical Bulletin, 2017, vol. 66, # 1, p. 136 - 142[18] Izv. Akad. Nauk, Ser. Khim., 2017, # 1, p. 136 - 142,6
  • 25
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  • [ 13515-97-4 ]
Reference: [1] Patent: US2010/261871, 2010, A1,
  • 26
  • [ 64-17-5 ]
  • [ 302-72-7 ]
  • [ 617-27-6 ]
YieldReaction ConditionsOperation in experiment
92% for 5 h; Reflux A solution of commercial D,L-alanine (5.00 g, 56.12 mmol) in 150 mL absolute ethanol and 5 mL HCl 37percent was refluxed for 5 h. The solvent was then evaporated and the uncoloured oily residue was dried under vacuum; Yield 92percent; 1H NMR (CDCl3): δ 1.05 (t, 3H, J = 7.07 Hz, –OCH2CH3), 1.45 (d, 3H, J = 7.25 Hz, –CHCH3), 3.48 (q, 2H, J = 7.07Hz, –OCH2CH3), 4.02 ppm (q, 1H, J = 7.25Hz, –CHCH3); HRMS (ESI, 140 eV): m/z [M+H+] calcd for C5H12NO2: 118.0868 found: 118.0794.
Reference: [1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1994, # 7, p. 1455 - 1462
[2] Dalton Transactions, 2008, # 13, p. 1689 - 1697
[3] Polyhedron, 2014, vol. 67, p. 520 - 528
[4] Scientia Pharmaceutica, 2001, vol. 69, # 4, p. 329 - 350
[5] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 6, p. 2336 - 2350
[6] Chinese Journal of Chemistry, 2011, vol. 29, # 5, p. 1011 - 1016
[7] Angewandte Chemie, International Edition, 2015, vol. 54, # 1, p. 179 - 183[8] Angewandte Chemie, 2015, vol. 127, # 1, p. 181 - 185,5
  • 27
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Reference: [1] Patent: US4361439, 1982, A,
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