ars.els-cdn.com · Web viewMass spectroscopy : 16 a 25 1H -NMR (300 MHz, CDCl 3) : 16b 26 13C -NMR...

Synthesis and biological evaluation of aryl phosphoramidate prodrugs of

fosfoxacin and its derivatives

Mathilde Munier, Denis Tritsch, Didier Lièvremont, Michel Rohmer, Catherine Grosdemange-Billiard*

Laboratoire Chimie et Biochimie de Molécules Bioactives – Université de Strasbourg/CNRS, UMR 7177,

Institut Le Bel, 4 rue Blaise Pascal, 67081 Strasbourg, France

* Corresponding author: Tel.: +33-368-851-349; e-mail: grosdemange@unistra.fr

Table of contents

Fig. S1 Stability of the prodrugs 8-16 in buffer (TEOA) 3

Fig. S2 Carboxypeptidase Y mediated cleavage of prodrug 8a, monitored by 31P NMR 4

Fig. S3 Carboxypeptidase Y mediated cleavage of prodrug 16a, monitored by 31P NMR. 5

Fig. S4 Carboxypeptidase Y mediated cleavage of prodrug 16b, monitored by 31P NMR. 6

Fig. S5 Carboxypeptidase Y mediated cleavage of prodrug 8b, monitored by 31P NMR. 7

Fig. S6 Stability of 8a in M. smegmatis and E. coli supernatants. 8

Fig. S7 Stability of 8b in M. smegmatis and E. coli supernatants. 9

Fig. S8 Esterase and phosphatase activities in M. smegmatis crude cell free system tested on 8a 10

Fig. S9 Esterase and phosphatase activities in E. coli crude cell free system tested on 8a 11Fig. S10 Esterase and phosphatase activities in M. smegmatis crude cell free system tested on 8a 12

Fig. S11 Esterase and phosphatase activities in E. coli crude cell free system tested on 8a 13

1H -NMR (400 MHz, CDCl3) : 8a 14

13C -NMR (125.8 MHz, CDCl3) : 8a 15

31P-NMR (162.05MHz, CDCl3) : 8a 16

Mass spectroscopy : 8a 17

1H -NMR (400 MHz, CDCl3) : 8b 18

13C -NMR (125.8 MHz, CDCl3) : 8b 19

31P-NMR (162.0 MHz, CDCl3) : 8b 20

Mass spectroscopy : 8b 21

1H -NMR (400 MHz, CDCl3) : 16a 22

13C -NMR (125.8 MHz, CDCl3) : 16a 23

31P-NMR (162.0 MHz, CDCl33) : 16a 24

Mass spectroscopy : 16a 25

1H -NMR (300 MHz, CDCl3) : 16b 26

13C -NMR (125.8 MHz, CDCl3) : 16b 27

31P -NMR (162.0 MHz, CDCl3) : 16b 28

Mass spectroscopy : 16b 29

Fig. S1

Fig. S2

Fig. S3

Fig. S4

Fig. S5

Fig. S6

Fig. S7

Fig. S8

Fig. S9

Fig. S10

Fig. S11

1H-NMR (400 MHz, CDCl3) : 8a

13C-NMR (125.8 MHz, CDCl3) : 8a

31P-NMR (162.0 MHz, CDCl3) : 8a

Masse speectroscopy : 8a

1H-NMR (400 MHz, CDCl3) : 8b

13C-NMR (125.8 MHz, CDCl3) : 8b

31P-NMR (162.0 MHz, CDCl3) : 8b

Masse speectroscopy : 8b

1H-NMR (400 MHz, CDCl3) : 16a

13C-NMR (125.8 MHz, CDCl3) : 16a

31P-NMR (162.0 MHz, CDCl3) : 16a

Masse speectroscopy : 16a

1H-NMR (400 MHz, CDCl3) : 16b

13C-NMR (125.8 MHz, CDCl3) : 16b

31P-NMR (162.0 MHz, CDCl3) : 16b

Masse speectroscopy : 16b

ars.els-cdn.com · Web viewMass spectroscopy : 16 a 25 1H -NMR (300 MHz, CDCl 3) : 16b 26 13C -NMR...

Documents

Transcript of ars.els-cdn.com · Web viewMass spectroscopy : 16 a 25 1H -NMR (300 MHz, CDCl 3) : 16b 26 13C -NMR...

III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

Further 60 MHz NMR Applications ISMAR 2013

H NMR and C NMR spectra were recorded in CDCl3 or CDCl3 ... · PDF fileGeneral methods: 1H NMR and 13C NMR spectra were recorded in CDCl 3 or CDCl3 and CCl 4 as solvent on 300 MHz

Supplementary Information Synthesis, spectroscopic ... · S2 1H and 13C NMR spectra of compounds 7aa-be. Figure S1. 1H NMR spectrum (CDCl 3 at 400 MHz) of compound 7aa. Figure S2.

Standard Operating Procedures - Chemistry · short-path distillation apparatus.1 1H-NMR (400 MHz, CDCl 3) 7.65-7.60 (m, 2H), 7.25-7.20 (m, 2H), 2.40 (s, 3H). 1 Compound 1 (p-TolSCl)

10854_2017_7787_MOESM1_ESM.docx10.1007... · Web view12 13C NMR spectra of S1 recorded in CDCl 3.S13 Fig. S 13 1H NMR spectra of S2 recorded in CDCl 3.S14 Fig. S 14 13C NMR spectra

Reich Two Isomers of C4H8O2 - UW-Madison Chemistrychem.wisc.edu/areas/reich/handouts/chem343-345/345... · Problem R-16C: C4H8O2 300 MHz 1H NMR Spectrum in CDCl 3 Source: Aldrich

Key Intermediates: A Simple and Highly Selective Synthesis ...1H NMR (300 MHz), 13C NMR (75 MHz). 19F NMR (300 MHz), COSY (Correlation spectroscopy), HSQC (heteronuclear single-quantum

Basic 1D NMR Training Manual for the Bruker 300 MHz NMR ... · Basic 1D NMR Training Manual for the Bruker 300 MHz NMR Spectrometer . Scheduling NMR Time: Any use of the 300 MHz NMR

Agilent 400 MHz WB (Widebore) NMR Magnet · 2016-08-30 · Agilent 400 MHz WB (Widebore) NMR Magnet Premium shielded performance Introduction The Agilent 400 MHz WB Premium Shielded

Supporting Information - Royal Society of Chemistry · NMR was recorded in a 400 MHz Jeol NMR spectrometer in CDCl. 3 (for PDP-ester) and dmso-d. 6 (for PDP-acid and DEX derivatives)

· S2 Instrumentation and Chemicals 1H NMR (500 MHz) and 13C NMR (125 MHz) spectra were taken on a Bruker Avance 500 MHz NMR spectrometer. Chemical shifts (δ) are reported in parts

60 MHz carbon benchtop NMR - magritek.com · 60 MHz carbon benchtop NMR The Spinsolve 60 Carbon benchtop NMR spectrometer gives you a remarkable 60 MHz NMR spectrometer in a compact

Scavenger templates: a systems chemistry approach to the ... · S2 Figure S1. Partial 1H NMR spectrum of a statistical mixture of P6 Si2, P6 Si and P6 (250 MHz, CDCl 3 at 25 °C).

1H NMR (Varian, 400 MHz) spectrum of compound 3a in CDCl

Table of Content Page No · 2014-08-14 · Table of Content Page No 1H NMR and 13C NMR spectra of all products listed 2-13 in Table 2 . 2 O NO 2 Table 2, entry 1 CDCl 3, 30 0 MHz

H-NMR at 600 MHz - nmrshiftdb2 - open nmr database on the … · © 2017 University of Mainz, Institute of Organic Chemistry, NMR facility Problem of the Month 02/2017 1H-NMR in CDCl

[CH{(CH CN-2,6-iPr C H GeSeP(C H ], (2). · (CH. Me. 2), 21.7 (NC. Me). 31. P{1. H} NMR (161.72 MHz, CDCl. 3, 303K): δ 0.7. 77. Se NMR (76.19 MHz, CDCl. 3, 303K): δ −91 (d, J.

STUDIES ON SYNTHESIS, STRUCTURE AND CHEMICAL …doctorat.ubbcluj.ro/.../rezumate/2012/chimie/Pop_Alexandra_Miahel… · Figure 1.Stacked 1H NMR spectra (CDCl 3, 300 MHz) of (a) compound

CC-SI-without yellow background-20180119S5 F. Characterization Data for Products 2-Phenylbenzo[d]thiazole (3a).White solid, yield 35 mg (84%), mp 113-114 ºC. 1H NMR (400 MHz, CDCl