YMC Chiral columns. Polysaccharides NEA(R)(S) CD BR

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YMC Chiral columns Polysaccharides NEA(R)(S) CD BR

HPLC Columns for Optical Isomer Separation Chirality has become vitally important in the production of pharmaceuticals, agrochemicals, food and related products due to the different pharmacological or taste/odour effects which the different optical isomers can present. The pharmacological effects can range no activity through undesirable effects to having potentially life threatening adverse effects. This has led to the development of highly efficient chiral stationary phases (CSP) for analytical and preparative scale separations. If the CSP is available in two enantiomeric configurations the elution order of enantiomeric pairs can be reversed. This is particularly useful when the two isomers are not present in equal quantities; a later eluting minor component can often be hidden by the tail of a major peak but on reversal of elution order can be totally resolved from the major component. 2 YMC Europe GmbH Phone: +49 (0) 2064 427-0 Fax: +49 (0) 2064 427-222 E-Mail: info@ymc.de Website: www.ymc.de

Content YMC Chiral Polysaccharides derivative series... page 04-05 YMC Chiral NEA(R)(S)... page 06-09 YMC Chiral CD BR... page 10-13 Ordering Information... page 14-15 * Application data by courtesy YMC Co., Ltd. 3

Polysaccharides YMC CHIRAL Polysaccharides derivative series Polysaccharide chiral selector Wide application range With high durability, also for SFC/SMB Extremely attractive pricing for packed columns and preparative grade bulk media Introduction A new family of chiral products is scheduled for launch in EMEA/Europe as of June/July 2013 designed to be competitively positioned against Daicel and Phenomenex, specifically with regard to pricing. Further to that and typical to YMC preparative grades will be available in large quantities. Mobile phase and sample solvent The silica packing material is coated with the polysaccharide derivative. Therefore trace quantities of a solvent that might potentially dissolve the polysaccaride derivative (eg. THF, acetone, ethyl acetate, chloroform, dichloromethane, DMSO, DMF, etc.) should be eliminated. These solvents must be avoided for a mobile phase or sample solvent. Application Data 4 YMC Europe GmbH Phone: +49 (0) 2064 427-0 Fax: +49 (0) 2064 427-222 E-Mail: info@ymc.de Website: www.ymc.de

Polysaccharides YMC CHIRAL Polysaccharides derivative series Specifications Item YMC CHIRAL Amylose-C YMC CHIRAL Cellulose-C Particle size 5, 10, 20 µm Chiral selector Type Separation mode Amylose tris (3,5-dimethylphenylcarbamate) Coating type Normal Phase Shipping solvent n-hexane/2-propanol (90/10) Temp. range 0-40 C Pressure limit Recommended flow rate 30 MPa Cellulose tris (3,5-dimethylphenylcarbamate) 4.6 mm ID: 0.5-1.0 ml/min (Max. flow rate: 3.0 ml/min) 10 mm ID: 2.5-5.0 ml/min (Max. flow rate: 15 ml/min) Initial Product Lineup Product name Particle size [µm] Chiral selector Type Competitive product YMC CHIRAL Amylose-C 5 10 YMC CHIRAL Cellulose-C 20 Amylose tris (3,5- dimethylphenylcarbamate Cellulose tris (3,5- dimethylphenylcarbamate Coating Coating CHIRALPAK AD, AD-H CHIRALCEL OD, OD-H CHIRALPAK and CHIRALCEL are registered trademarks of Daicel Corporation. * Application data by courtesy YMC Co., Ltd. 5

NEA YMC Chiral NEA(R)(S) Normal and reversed phase mode Reversal of elution order Nonpolar to medium polar compounds Available in bulk quantities Specifications Item YMC Chiral NEA(R)(S) Particle size 5 µm Pore size 30 nm Surface area proprietary Carbon content proprietary Recommended ph range 2.0-6.5 (reversed phase) Properties Although separation modes are chosen according to the purpose of separation, it is recommended to use one column dedicated for one separation mode in order to maximise the lifetime of the column into account. In normal phase mode YMC-Chiral NEA allows the separation of a wide range of non-polar to moderately polar compounds. The separation mechanisms involve a combination of: - interactions hydrogen bonding dipole interactions steric effects and for a successful separation at least three points of interaction between the CSP and the target compound must exist. Occasionally, for analytical separations, there may be a need to derivatise the sample with, for example -donating groups such as dinitobenzoyl, dinitrophenylurea or dinitrophenylcarbamate groups. In some cases, the increase in detectability can offset the disadvantages of derivatisation. Chiral Separation Mechanism* A' A R B' B C' C A' A C B' B C' R 6 YMC Europe GmbH Phone: +49 (0) 2064 427-0 Fax: +49 (0) 2064 427-222 E-Mail: info@ymc.de Website: www.ymc.de

NEA Applications used in normal-phase mode 1,1 -Bi-2-Naphthol* 2,2,2-Trifluoro-1-(9-anthryl) ethanol* Elution Order Reversal YMC Chiral NEA(R) min YMC Chiral NEA(S) min Column: YMC Chiral NEA (R) 250 x 4.6 mm ID Part No.: CR30S05-2546WT Eluent: hexane / dichloromethane / ethanol (70/30/2) Flow rate: 1.0 ml/min Temperature: 25 C Column: YMC Chiral NEA (R) and YMC Chiral NEA (S) 250 x 4.6 mm ID Part No.: CR30S05-2546WT and CS30S05-2546WT Eluent: hexane / dichloromethane / ethanol (70/30/1) Flow rate: 0.5 ml/min Temperature: 25 C Hexobarbital* 1-Phenylethanol* carbamate formation 10 20 min Column: YMC Chiral NEA (R) 250 x 4.6 mm ID Part No.: CR30S05-2546WT Eluent: hexane / CH 2 Cl 2 / ethanol (90/10/2) Flow rate: 1.0 ml/min Detection: UV at 220 nm Column: YMC Chiral NEA (R) 250 x 4.6 mm ID Part No.: CR30S05-2546WT Eluent: hexane / CH 2 Cl 2 / ethanol (90/10/5) Flow rate: 1.0 ml/min Temperature: 35 C * Application data by courtesy YMC Co., Ltd. 7

NEA Applications used in reversed-phase mode 1,1 -Bi-2-Naphthol* Propranolol HCl* Column: YMC-Chiral NEA (R) 250 x 4.6 mm ID Part No.: NR30S05-2546WT Eluent: acetonitrile / water (50/50) Pressure: 80 bar Detection: UV at 235 nm Injection: 1.0 µl (2.8 mg/ml) a) Column: YMC-Chiral NEA (R) 250 x 4.6 mm ID Part No.: NR30S05-2546WT Eluent: acetonitrile / 0.5M NaClO 4 (40/60) Time: 100 hours b) Eluent: acetonitrile / 0.5M NaClO 4 (40/60) Hexobarbital* CBZ-Phenylalanine (Z-Phe-OH)* Column: YMC-Chiral NEA (R) 250 x 4.6 mm ID Part No.: NR30S05-2546WT Eluent: 0.5M NaClO 4 -HClO 4 (ph 2.0) / acetonitrile (70/30) Injection: 10 µl (1.5 mg/ml) Column: YMC-Chiral NEA (R) 250 x 4.6 mm ID Part No.: NR30S05-2546WT Eluent: acetonitrile / water (30/70) Flow: 0.7 ml/min Detection: UV at 210 nm Injection: 1.0 µl (1.2 mg/ml) 8 YMC Europe GmbH Phone: +49 (0) 2064 427-0 Fax: +49 (0) 2064 427-222 E-Mail: info@ymc.de Website: www.ymc.de

NEA Applications used in reversed-phase mode 2,2,2-Trifluoro-1-(9-anthryl)-ethanol* Ketamin HCl* Column: YMC-Chiral NEA (R) 250 x 4.6 mm ID Part No.: NR30S05-2546WT Eluent: acetonitrile / water (40/60) Injection: 1.0 µl (0.14 mg/ml) Column: YMC-Chiral NEA (R) 250 x 4.6 mm ID Part No.: NR30S05-2546WT Eluent: acetonitrile / 0.5M NaClO 4 (40/60) Detection: UV at 268 nm Injection: 10 µl (1.4 mg/ml) Column Care The recommended ph range for using YMC Chiral NEA(R)(S) columns is 2.0-6.5. Remove acid and buffer salts before storage. Store the column in methanol/water = 50/50. If columns are affected by undesired contaminants or clogged inlet frits which cause back pressure increases, flush the column with THF in the opposite flow direction. For detailed information please refer to the Column Care and Use Instructions which are shipped with each analytical column. * Application data by courtesy YMC Co., Ltd. 9

CD BR YMC Chiral CD BR Reversed phase Polar pharmaceuticals Positional isomers Water-soluble compounds Specifications Item YMC Chiral CD BR Particle size 5 µm Pore size 12 nm Surface area proprietary Carbon content proprietary Recommended ph range 3.5-6.5 Properties YMC-Chiral CD BR columns offer an alternative approach to enantioseparation. Covalent bonding of a bromide derivative of a cyclodextrin to YMC silica provides a novel CSP. The bromide derivative, in which the primary hydroxyl groups at carbon 6 are substituted for bromine, provides a different chiral selectivity to the normal cyclodextrins. These cyclodextrin bromide derivatives are used in reversed phase mode to separate a wide range of polar, water-soluble compounds. In addition they will separate, under similar conditions, positional isomers of substituted aromatic compounds. Br Br Br Br NH Br S IL I C A Br hydrophobic cavity hydrophilic rim -CD BR 10 YMC Europe GmbH Phone: +49 (0) 2064 427-0 Fax: +49 (0) 2064 427-222 E-Mail: info@ymc.de Website: www.ymc.de

CD BR Hexobarbital* Ketoprofen* Part No.: DB12S05-2546WT Eluent: 0.1M acetic acid-triethylamine in water (ph5.6) / methanol (30/70) Temperature: 30 C Injection: 5 µl (1 mg/ml) Part No.: DB12S05-2546WT Eluent: 0.1M acetic acid-triethylamine in water (ph5.6) / methanol (30/70) Temperature: 25 C Injection: 10 µl (1 mg/ml) Fluorbiprofen* Part No.: DB12S05-2546WT Eluent: 0.1M acetic acid-triethylamine in water (ph4.0) / acetonitrile (10/90) Temperature: 25 C Injection: 2 µl (1 mg/ml) Part No.: DG12S05-2546WT Eluent: 0.1M acetic acid-triethylaminein water (ph4.0) / methanol (30/70) Temperature: 25 C Injection: 2 µl (1 mg/ml) * Application data by courtesy YMC Co., Ltd. 11

CD BR 1-(1-naphthyl)-ethylalcohol* Phenylethylalcohol* Part No.: DG12S05-2546WT Eluent: 0.1M AcOH aq -TEA (Triethylamine) aq (ph5.6) / methanol (90/10) Temperature: 30 C Injection: 5 µl (1 mg/ml) Part No.: DG12S05-2546WT Eluent: 0.1M AcOH aq -TEA (Triethylamine) aq (ph4.0) / methanol (90/10) Temperature: 30 C Injection: 5 µl (10 mg/ml) Cresols* Part No.: DB12S05-2546WT Eluent: methanol / water (20/80) Column: YMC Pack ODS-AM 250 x 4.6 mm ID Part No.: AM12S05-2546WT Eluent: methanol / water (40/60) 12 YMC Europe GmbH Phone: +49 (0) 2064 427-0 Fax: +49 (0) 2064 427-222 E-Mail: info@ymc.de Website: www.ymc.de

CD BR Estradiols* Propranolol HCl* Part No.: DG12S05-2546WT Eluent: methanol / water (50/50) Temperature: 30 C Detection: UV at 230 nm Nitrophenols* Part No.: DG12S05-2546WT Eluent: acetonitrile / methanol / acetic acid / triethylamine (99/1/0.3/0.25) Temperature: 25 C Injection: 5 µl (1 mg/ml) Part No.: DA12S05-2546WT Eluent: 0.1M CH 3 COOH-CH 3 COONa (ph4.0) / methanol (90/10) Temperature: 25 C Column Care The recommended ph range for using YMC Chiral CD BR columns is 3.5-6.5. Remove acid and buffer salts before storage. Store the column in methanol/water = 50/50. If columns are affected by undesired contaminants or clogged inlet frits which cause back pressure increases, flush the column with THF in the opposite flow direction. For detailed information please refer to the Column Care and Use Instructions which are shipped with each analytical column. * Application data by courtesy YMC Co., Ltd. 13

Ordering Information YMC CHIRAL Amylose-C YMC CHIRAL Cellulose-C Particle size [µm] Column size ID x length [mm] Product number Particle size [µm] Column size ID x length [mm] Product number 4.6 x 150 KAN99S05-1546WT 4.6 x 150 KCN99S05-1546WT 5 4.6 x 250 KAN99S05-2546WT 10 x 250 KAN99S05-2510WT 5 4.6 x 250 KCN99S05-2546WT 10 x 250 KCN99S05-2510WT 20 x 250 KAN99S05-2520WX 20 x 250 KCN99S05-2520WX Please ask for products not listed. Normal Phase: YMC Chiral NEA(R)(S) Phase dimension 30 nm 5 µm NEA(R) 30 nm 5 µm NEA(S) Column ID [mm] Column length [mm] 50 100 150 250 Guard cartridges* with 10 mm length [pack of 5] 4.6 CR30S05-0546WT CR30S05-1046WT CR30S05-1546WT CR30S05-2546WT CR30S05-0104GC 4.6 CS30S05-0546WT CS30S05-1046WT CS30S05-1546WT CS30S05-2546WT CS30S05-0104GC *Guard cartridge holder required, part no. XPGCH-Q1 Reversed Phase: YMC Chiral NEA(R)(S) Phase dimension 30 nm 5 µm NEA(R) 30 nm 5 µm NEA(S) Column ID [mm] Column length [mm] 50 100 150 250 Guard cartridges* with 10 mm length [pack of 5] 4.6 NR30S05-0546WT NR30S05-1046WT NR30S05-1546WT NR30S05-2546WT NR30S05-0104GC 4.6 NS30S05-0546WT NS30S05-1046WT NS30S05-1546WT NS30S05-2546WT NS30S05-0104GC *Guard cartridge holder required, part no. XPGCH-Q1 14 YMC Europe GmbH Phone: +49 (0) 2064 427-0 Fax: +49 (0) 2064 427-222 E-Mail: info@ymc.de Website: www.ymc.de

Ordering Information a-cd BR: YMC Chiral CD BR Phase dimension 12 nm 5 µm b-cd BR: YMC Chiral CD BR Phase dimension 12 nm 5 µm Column ID [mm] g-cd BR: YMC Chiral CD BR Phase dimension 12 nm 5 µm Column length [mm] 50 100 150 250 Guard cartridges* with 10 mm length [pack of 5] 4.6 DA12S05-0546WT DA12S05-1546WT DA12S05-2546WT DA12S05-0104GC Column ID [mm] Column length [mm] 50 100 150 250 Guard cartridges* with 10 mm length [pack of 5] 4.6 DB12S05-0546WT DB12S05-1546WT DB12S05-2546WT DB12S05-0104GC Column ID [mm] Column length [mm] 50 100 150 250 *Guard cartridge holder required, part no. XPGCH-Q1 *Guard cartridge holder required, part no. XPGCH-Q1 Guard cartridges* with 10 mm length [pack of 5] 4.6 DG12S05-0546WT DG12S05-1546WT DG12S05-2546WT DG12S05-0104GC *Guard cartridge holder required, part no. XPGCH-Q1 * Application data by courtesy YMC Co., Ltd. 15

Your local distributor: Co., Ltd. YMC Karasuma-Gojo Bld. 284 Daigo-cho, Karasuma Nisiiru Gojo-dori Shimogyo-ku, Kyoto 600-8106 Japan TEL. +81(0)75-342-4515, FAX +81(0)75-342-4550 www.ymc.co.jp Europe GmbH Schöttmannshof 19 D-46539 Dinslaken Germany TEL. +49(0)2064/427-0, FAX +49(0)2064/427-222 www.ymc.de America, Inc. 941 Marcon Boulevard Suite 201 Allentown, PA18109 USA TEL. +1-610-266-8650, FAX +1-610-266-8652 www.ymcamerica.com Taiwan Co., Ltd. 3F, No. 1353, Zhongzheng Rd., Taoyuan City, Taoyuan Country 330, Taiwan (R.O.C.) TEL. +886-3-2150-630, FAX +886-3-2150-286 www.ymctaiwan.com Korea Co., Ltd. #208, Owners Tower, 16-5, Sunae-dong, Bundang-gu, Seongnam-si, Gyeonggi-do, 463-825 Korea TEL. +82-31-716-1631, FAX +82-31-716-1630 www.ymckorea.com India Pvt. Ltd. A-154, Eros Boulevard Hilton Hotel Complex Plot No.13-B, District Centre Mayur Vihar Phase-I New Delhi-110091 India TEL. +91-11-45041601;45041701, FAX +91-11-45041901 www.ymcindia.com Co., Ltd. Shanghai Rep. Office Far East International Plaza A2404 No. 319 Xianxia Road, Shanghai 200051 P.R. China TEL. +86-21-6235-1388, FAX +86-21-6235-1398 www.ymcchina.com Singapore Tradelinks Pte. Ltd. 6 Indus Road, #13-09 Emerald Park, Tower 1, Singapore 169588 TEL.+65-9023-7617 www.ymc.sg 07/2013