Preparation of optically active threo-2-amino-3-hydroxy-3-phenylpropanoic acid (threo-β-phenylserine) via optical resolution

Chemical and Pharmaceutical Bulletin

Volumn 51, Issue 12, 2003, Pages 1363-1367

  Shiraiwa, Tadashi ^a   Saijoh, Reiichi ^a   Suzuki, Masahiro ^a   Yoshida, Kyosuke ^a   Nishimura, Satoshi ^a   Nagasawa, Hisashi ^a  

^a KANSAI UNIVERSITY   (Japan)

Author keywords

Conglomerate; Diastereoisomeric separation; Optical resolution; threo phenylserine

Indexed keywords

AMMONIA; HYDROCHLORIC ACID; PROPANEDIOL DERIVATIVE; PROPIONIC ACID DERIVATIVE; THREO 2 AMINO 3 HYDROXY 3 PHENYLPROPANOIC ACID; UNCLASSIFIED DRUG; DRUG DERIVATIVE; PHENYLSERINE; SERINE;

ARTICLE; CRYSTALLIZATION; DRUG PURIFICATION; DRUG SOLUBILITY; DRUG STRUCTURE; DRUG SYNTHESIS; HYDROLYSIS KINETICS; INFRARED SPECTROSCOPY; MELTING POINT; OPTICAL RESOLUTION; ROOM TEMPERATURE; ISOMERISM; OPTICS; SYNTHESIS;

CRYSTALLIZATION; ISOMERISM; OPTICS; SERINE;

EID: 3142666445     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.51.1363     Document Type: Article

References (11)

1. Ulevitch R. J., Kallen R. G., Biochemistry, 16, 5342-5349 (1977).
2. Kikuchi J., Takashima T., Nakao H., Hie K., Etoh H., Noguchi Y., Suehiro K., Murakami Y., Chem. Lett., 1993, 553-556 (1993).
3. Liu J. Q., Ito S., Dairi T., Itoh N., Shimizu S., Appl. Microbiol. Biotechnol., 49, 702-708 (1998).
4. Shaw K. N. F., Fox S. W., J. Am. Chem. Soc., 75, 3421-3424 (1953).
5. Greenstein J. P., Winitz M., "Chemistry of the Amino Acids," John Wiley and Sons, New York, 1961, pp. 2602-2603.
6. Wilen S. H., Collet A., Jacques J., Tetrahedron, 33, 2725-2736 (1977).
7. Collet A., Brienne M. J., Jacques J., Chem. Rev., 80, 215-230 (1980).
8. Jacques J., Collet A., Wilen S. H., "Enantiomers, Racemates, and Resolutions," John Wiley and Sons, New York, 1981, pp. 217-241.
9. Eliel E. L., Wilen S. H., Mander L. N., "Stereochemistry of Organic Compounds," John Wiley and Sons, New York, 1994, pp. 297-464.
10. Shiraiwa T., Suzuki M., Sakai Y., Nagasawa H., Takatani K., Noshi D., Yamanashi K., Chem. Pharm. Bull., 50, 1362-1366 (2002).
11. Otey M. C., Greenstein J. P., Winitz M., Birnbaum S. M., J. Am. Chem. Soc., 77, 3112-3114 (1955).