2-Hydroxy-2-phenyl-1-(piperidin-1-yl)ethan-1-one [C13H17NO2]

Query Query

O

1. Query

HO

Results

Date

3 substances in Reaxys

2018-08-10 15h:34m:46s (UTC)

N

Search as: As drawn ))

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Reaxys ID 12301 View in Reaxys

1/3 CAS Registry Number: 102423-80-3 Chemical Name: 2-hydroxy-2-phenyl-1-(piperidin-1-yl)ethan-1-one; (+/-)-2-(hydroxy-2-phenylacetyl)piperidine; 2-Hydroxy-2-phenyl-1piperidino-ethanon; 1-mandeloyl-piperidine; 1-Mandeloyl-piperidin Linear Structure Formula: C13H17NO2 Molecular Formula: C13H17NO2 Molecular Weight: 219.283 Type of Substance: heterocyclic InChI Key: VBZMYBKKVZQZPT-UHFFFAOYSA-N Note:

O HO N

Substance Label (9) Label References 8

Sun, Zhao; Liu, Hui; Zeng, Yong-Ming; Lu, Chong-Dao; Xu, Yan-Jun; Organic Letters; vol. 18; nb. 3; (2016); p.

620 - 623, View in Reaxys

3j

Mamillapalli, N. Chary; Sekar, Govindasamy; Advanced Synthesis and Catalysis; vol. 357; nb. 14-15; (2015); p. 3273 - 3283, View in Reaxys

2i

Mamillapalli, N. Chary; Sekar, Govindasamy; RSC Advances; vol. 4; nb. 105; (2014); p. 61077 - 61085, View in Reaxys

6b

Marsden, Stephen P.; Newton, Rebecca; Journal of the American Chemical Society; vol. 129; nb. 42; (2007); p. 12600 - 12601, View in Reaxys

DL-1e

Onomura, Osamu; Mitsuda, Masaru; Nguyen, My Thi Thuy; Demizu, Yosuke; Tetrahedron Letters; vol. 48; nb. 52; (2007); p. 9080 - 9084, View in Reaxys

9b

Toda, Fumio; Tanaka, Koichi; Tange, Hiroshi; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1989); p. 1555 - 1556, View in Reaxys

3hb

Matsumoto, Kiyoshi; Hashimoto, Shiro; Uchida, Takane; Okamoto, Tadashi; Otani, Shinichi; Chemische Berichte; vol. 122; (1989); p. 1357 - 1364, View in Reaxys

7

Wanner; Schuenemann; Archiv der Pharmazie; vol. 320; nb. 11; (1987); p. 1161 - 1167, View in Reaxys

3/Tab.1/Nr.10

Matsumoto, Kiyoshi; Hashimoto, Shiro; Otani, Shinichi; Angewandte Chemie; vol. 98; nb. 6; (1986); p. 569 - 570, View in Reaxys

Druglikeness (1) 1 of 1

LogP

1.254

H Bond Donors

1

H Bond Acceptors

3

Rotatable Bonds

3

TPSA

40.54

Lipinski Number

4

Veber Number

2

Melting Point (6) 1 of 6

Melting Point [°C]

76 - 77

Mamillapalli, N. Chary; Sekar, Govindasamy; Advanced Synthesis and Catalysis; vol. 357; nb. 14-15; (2015); p. 3273 - 3283, View in Reaxys 2 of 6

Melting Point [°C]

78 - 79

Mamillapalli, N. Chary; Sekar, Govindasamy; RSC Advances; vol. 4; nb. 105; (2014); p. 61077 - 61085, View in Reaxys 3 of 6

Melting Point [°C]

77

Solvent (Melting Point)

ethanol; hexane

Matsumoto, Kiyoshi; Hashimoto, Shiro; Uchida, Takane; Okamoto, Tadashi; Otani, Shinichi; Chemische Berichte; vol.

122; (1989); p. 1357 - 1364, View in Reaxys 4 of 6

Melting Point [°C]

75 - 76

Solvent (Melting Point)

diisopropyl ether

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Wanner; Schuenemann; Archiv der Pharmazie; vol. 320; nb. 11; (1987); p. 1161 - 1167, View in Reaxys 5 of 6

Melting Point [°C]

77

Matsumoto, Kiyoshi; Hashimoto, Shiro; Otani, Shinichi; Angewandte Chemie; vol. 98; nb. 6; (1986); p. 569 - 570, View in Reaxys 6 of 6

Melting Point [°C]

75 - 76

Solvent (Melting Point)

aq. ethanol

McKenzie; Martin; Rule; Journal of the Chemical Society; vol. 105; (1914); p. 1586, View in Reaxys Chromatographic Data (1) Chromatographic References data TLC (Thin layer chromatography)

Mamillapalli, N. Chary; Sekar, Govindasamy; RSC Advances; vol. 4; nb. 105; (2014); p. 61077 - 61085, View in Reaxys; Mamillapalli, N. Chary; Sekar, Govindasamy; Advanced Synthesis and Catalysis; vol. 357; nb.

14-15; (2015); p. 3273 - 3283, View in Reaxys

Crystal Property Description (2) Colour & Other References Properties colourless

Mamillapalli, N. Chary; Sekar, Govindasamy; RSC Advances; vol. 4; nb. 105; (2014); p. 61077 - 61085, View in Reaxys; Mamillapalli, N. Chary; Sekar, Govindasamy; Advanced Synthesis and Catalysis; vol. 357; nb.

14-15; (2015); p. 3273 - 3283, View in Reaxys

Nadeln

McKenzie; Martin; Rule; Journal of the Chemical Society; vol. 105; (1914); p. 1586, View in Reaxys

NMR Spectroscopy (7) 1 of 7

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Mamillapalli, N. Chary; Sekar, Govindasamy; Advanced Synthesis and Catalysis; vol. 357; nb. 14-15; (2015); p. 3273 - 3283, View in Reaxys 2 of 7

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

dimethylsulfoxide-d6

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Mamillapalli, N. Chary; Sekar, Govindasamy; Advanced Synthesis and Catalysis; vol. 357; nb. 14-15; (2015); p. 3273 - 3283, View in Reaxys 3 of 7

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Mamillapalli, N. Chary; Sekar, Govindasamy; RSC Advances; vol. 4; nb. 105; (2014); p. 61077 - 61085, View in Reaxys

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4 of 7

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Mamillapalli, N. Chary; Sekar, Govindasamy; RSC Advances; vol. 4; nb. 105; (2014); p. 61077 - 61085, View in Reaxys 5 of 7

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Wanner; Schuenemann; Archiv der Pharmazie; vol. 320; nb. 11; (1987); p. 1161 - 1167, View in Reaxys; Matsumoto, Kiyoshi; Hashimoto, Shiro; Uchida, Takane; Okamoto, Tadashi; Otani, Shinichi; Chemische Berichte; vol. 122; (1989); p.

1357 - 1364, View in Reaxys; Freer, Andrew A.; Isaacs, Neil W.; Kirby, Gordon W.; Snedden, Peter; Tierney, Sean G. T.; Journal of Chemical Research, Miniprint; nb. 2; (1996); p. 601 - 621, View in Reaxys 6 of 7

Description (NMR Spectroscopy)

Spin-spin coupling constants

Solvents (NMR Spectroscopy)

CDCl3

Comment (NMR Spectroscopy)

1H-1H

Wanner; Schuenemann; Archiv der Pharmazie; vol. 320; nb. 11; (1987); p. 1161 - 1167, View in Reaxys; Matsumoto, Kiyoshi; Hashimoto, Shiro; Uchida, Takane; Okamoto, Tadashi; Otani, Shinichi; Chemische Berichte; vol. 122; (1989); p.

1357 - 1364, View in Reaxys; Freer, Andrew A.; Isaacs, Neil W.; Kirby, Gordon W.; Snedden, Peter; Tierney, Sean G. T.; Journal of Chemical Research, Miniprint; nb. 2; (1996); p. 601 - 621, View in Reaxys 7 of 7

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Matsumoto, Kiyoshi; Hashimoto, Shiro; Uchida, Takane; Okamoto, Tadashi; Otani, Shinichi; Chemische Berichte; vol.

122; (1989); p. 1357 - 1364, View in Reaxys IR Spectroscopy (3) 1 of 3

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

potassium bromide

Mamillapalli, N. Chary; Sekar, Govindasamy; RSC Advances; vol. 4; nb. 105; (2014); p. 61077 - 61085, View in Reaxys; Mamillapalli, N. Chary; Sekar, Govindasamy; Advanced Synthesis and Catalysis; vol. 357; nb. 14-15; (2015); p. 3273 - 3283, View in Reaxys 2 of 3

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CHCl3

Comment (IR Spectroscopy)

3390 - 1640 cm**(-1)

Freer, Andrew A.; Isaacs, Neil W.; Kirby, Gordon W.; Snedden, Peter; Tierney, Sean G. T.; Journal of Chemical Research, Miniprint; nb. 2; (1996); p. 601 - 621, View in Reaxys 3 of 3

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

KBr

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Comment (IR Spectroscopy)

2960 - 1090 cm**(-1)

Wanner; Schuenemann; Archiv der Pharmazie; vol. 320; nb. 11; (1987); p. 1161 - 1167, View in Reaxys Mass Spectrometry (2) Description (Mass References Spectrometry) high resolution mass spectrometry (HRMS); spectrum

Mamillapalli, N. Chary; Sekar, Govindasamy; Advanced Synthesis and Catalysis; vol. 357; nb. 14-15; (2015); p. 3273 - 3283, View in Reaxys

high resolution mass spectrometry (HRMS); time-offlight mass spectra (TOFMS); spectrum

Mamillapalli, N. Chary; Sekar, Govindasamy; RSC Advances; vol. 4; nb. 105; (2014); p. 61077 - 61085, View in Reaxys

Reaxys ID 11279683 View in Reaxys

2/3 CAS Registry Number: 125416-37-7 Chemical Name: (R)-mandelic acid piperidine amide Linear Structure Formula: C13H17NO2 Molecular Formula: C13H17NO2 Molecular Weight: 219.283 InChI Key: VBZMYBKKVZQZPT-GFCCVEGCSA-N Note:

O HO N

Substance Label (2) Label References 7

Hirooka, Yasuo; Ikeuchi, Kazutada; Kawamoto, Yuichiro; Akao, Yusuke; Furuta, Takumi; Asakawa, Tomohiro; Inai, Makoto; Wakimoto, Toshiyuki; Fukuyama, Tohru; Kan, Toshiyuki; Organic Letters; vol. 16; nb. 6; (2014); p.

1646 - 1649, View in Reaxys

(R)-1e

Onomura, Osamu; Mitsuda, Masaru; Nguyen, My Thi Thuy; Demizu, Yosuke; Tetrahedron Letters; vol. 48; nb. 52; (2007); p. 9080 - 9084, View in Reaxys

Druglikeness (1) 1 of 1

LogP

1.254

H Bond Donors

1

H Bond Acceptors

3

Rotatable Bonds

3

TPSA

40.54

Lipinski Number

4

Veber Number

2

Reaxys ID 11279684 View in Reaxys

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3/3

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Linear Structure Formula: C13H17NO2 Molecular Formula: C13H17NO2 Molecular Weight: 219.283 InChI Key: VBZMYBKKVZQZPT-LBPRGKRZSA-N Note: O HO N

Substance Label (2) Label References 4bG

Bai, Jianfei; Zambron, Bartosz K.; Vogel, Pierre; Organic Letters; vol. 16; nb. 2; (2014); p. 604 - 607, View in Reaxys

(S)-1e

Onomura, Osamu; Mitsuda, Masaru; Nguyen, My Thi Thuy; Demizu, Yosuke; Tetrahedron Letters; vol. 48; nb. 52; (2007); p. 9080 - 9084, View in Reaxys

Druglikeness (1) 1 of 1

LogP

1.254

H Bond Donors

1

H Bond Acceptors

3

Rotatable Bonds

3

TPSA

40.54

Lipinski Number

4

Veber Number

2

Copyright Š 2018 Elsevier Life Sciences IP Limited except certain content provided by third parties. Reaxys is a trademark of Elsevier Life Sciences IP Limited.

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2018-08-10 15:42:36