References
- Crast , L. B. U.S. Pat 3,489,750 .
- Chem. Abstr. , 72 100725v
- Crast , L. B. Jr . U.S. Pat 3,517,023 .
- Chem. Abstr. , 73 66567d.
- Long , A. A. W. , Nayler , J. H. C. , Smith , H. , Taylor , T. and Ward , N. 1971 . J. Chem. Soc. C , : 1920
- Holdrege , C. T. U.S. Pat 3,796,748 .
- Chem. Abstr. , 80 121327
- Lorenz , R. R. Ger. Offen. 2,345,302; .
- Chem. Abstr. , 80 133823
- Gubbels , M. H. and Houbiers , P. M. Ger. Offen. 2,355,785 .
- Chem. Abstr. , 81 105018
- Bison , G. and Wolfes , W. Ger. Offen. 2,322,412 .
- Chem. Abstr. , 82 58112
- Shirai , T. , Tashiro , Y. and Aoki , S. Ger. Offen. 2,449,492 .
- Chem. Abstr. , 83 43749
- Chae , Y. B. and Kim , D. W. Ger. Offen. 2,735,834 .
- Chem. Abstr. , 91 21116
- Yamada , S. , Hongo , C. , Yoshioka , R. and Chibata , I. 1979 . Agric. Biol. Chem. , 43 ( 2 ) : 395
- Shirai , T. , Tashiro , Y. and Akoi , S. Ger. Offen. 2,501,957 .
- Chem. Abstr. , 83 179614
- Yamada , S. , Hongo , C. and Chibata , I. 1978 . Agric. Biol. Chem. , 42 : 1521
- Yamada , S. , Hongo , C. and Yoshioka , R. 1979 . Agric. Biol. Chem. , 43 : 395
- Taguchi , D. and Okabe , T. Japanese Patent (Kokai) 78, 28140 .
- Chem. Abstr. , 89 24805
- Usui , T. , Tashiro , Y. and Akoi , S. Japanese Patent (Kokai) 77, 93741 .
- Chem., Abstr. , 88 104913
- Long , A. A. W. , Nayler , J. H. C. , Smith , H. , Taylor , T. and Ward , N. 1971 . J. Chem. Soc. C , : 1920
- Bison , G. and Wolfes , W. Ger. Offen. 2,322,412 .
- Chem., Abstr. , 82 58112
- Holdrege , C. T. U.S. Pat 3,796,748; .
- Chem., Abstr. , 80 121327
- Yamada , H. , Takahashi , S. , Kii , Y. and Kumagi , H. 1978 . J. Ferment. Technol. , 56 : 484
- Yamada , H. , Takahashi , S. , Kii , Y. and Kumagi , H. 1978 . J. Ferment. Technol. , 56 : 492
- Yamada , H. , Takahashi , S. , Kii , Y. , Kumagi , H. and Ohashi , T. 1979 . J. Ferment. Technol. , 57 : 328
- Shimizu , S. , Shimada , H. , Takahashi , S. , Ohashi , T. , Tani , Y. and Yamada , H. 1980 . Agric. Biol. Chem. , 44 : 2233
- Takahashi , S. 1986 . Prog. Ind. Microbiol. (Biotechol. Amino Acid Prod.) , 24 : 269
- Hongo , C. , Tohyama , M. , Yoshioka , R. , Yamada , S. and Chibata , I. 1985 . Bull. Chem. Soc. Jpn. , 58 : 433
- Hongo , C. , Yamada , S. and Chibata , I. 1981 . Bull. Chem. Soc. Jpn. , 54 : 1905
- Hongo , C. , Tohyama , M. , Yoshioka , R. , Yamada , S. and Chibata , I. 1983 . Bull. Chem. Soc. Jpn. , 56 : 3744
- Jacewicz , V. W. U.S. Pat 4,647,692. .
- Optical purity was determined by chiral HPLC analysis: Chiral Crownpack column (CRT. J. T. Baker, Inc.); eluent, H2O (0.1% HClO4); flow rate = 0.6mL/min; UV detection, 280 nm; D-HPG, tr = 3.82 min; L-HPG, tr=5.18 min
- Yamada , S. , Hongo , C. , Yoshioka , R. and Chibata , I. 1983 . J. Org. Chem. , 48 : 843
- Electron donating groups in the aromatic ring of the catalyst accelerate the racemization of the amino acid, whereas electron withdrawing groups inhibit the same. Substituting salicylaldehyde with several other electron-rich aldehydes improved the resolution time cycle, albeit in marginal amounts. Thus salicylaldehyde (which is also an item of commerce) remained the catalyst of choice.
- Reider , P. J. , Davis , P. , Hughes , D. L. and Grabowski , E. J. J. 1987 . J. Org. Chem. , 52 : 957
- No appreciable racemization was observed when D-HPG/D-BCS salt was treated with two moles of HCl in acetic acid (100°C, 2h, cat. salicylaldehyde), apparently because the concentration of unprotonated amino acid is too low under these conditions. Subsequent addition of 2.01 mole of Et3N reestablished the equilibrium, thereby resulting in complete racemization.
- Jacques , J. , Collet , A. and Wilen , S. H. 1981 . Enantiomers Recemates, and Resolution , 369 – 377 . New York : Wiley .