Further application of advanced Marfey's method for determination of absolute configuration of primary amino compound

Tetrahedron Letters

Volumn 39, Issue 17, 1998, Pages 2579-2582

  Fujii, Kiyonaga ^a   Shimoya, Tomoe ^a   Ikai, Yoshitomo ^b   Oka, Hisao ^b   Harada, Ken Ichi ^a  

^a MEIJO UNIVERSITY   (Japan)

^b AICHI PREFECTURAL INSTITUTE OF PUBLIC HEALTH   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID DERIVATIVE;

ANALYTIC METHOD; ARTICLE; DERIVATIZATION; DRUG DETERMINATION; ENANTIOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROPHOBICITY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE;

EID: 0032560042     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00273-1     Document Type: Article

References (13)

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2. 2. Harada, K.-I.; Fujii, K.; Mayumi, T.; Hibino, Y.; Suzuki, M.; Ikai, Y.; Oka, H. Tetrahedron Lett., 1995, 36, 1515-1518.
3. 3. Harada, K.-I.; Fujii, K.; Hayashi, K.; Suzuki, M.; Ikai, Y.; Oka, H. Tetrahedron Lett. 1996, 37, 3001-3004.
4. 4. Fujii, K.; Sivonen, K.; Adachi, K.; Noguchi, K.; Sano, H.; Hirayama, K.; Suzuki, M.; Harada, K.-I. Tetrahedron Lett. 1997, 38, 5525-5528.
5. 5. Fujii, K.; Sivonen, K.; Adachi, K.; Noguchi, K.; Sano, H.; Hirayama, K.; Shimizu, Y.; Suzuki, M.; Harada, K.-I. Tetrahedron Lett. 1997, 38, 5529-5532.
6. 6. Fujii, K.; Ikai, Y.; Mayumi, T.; Oka, H.; Suzuki, M.; Harada, K.-I. Anal. Chem. 1997, 69, 3346-3352.
7. 7. Fujii, K.; Ikai, Y.; Oka, H.; Suzuki, M.; Harada, K.-I. Anal. Chem. 1997, 69, 5146-5151.
8. 8. For example, in the case of 1-phenylethylamine, the hydrophobicity of the phenyl group is needed for comparison with that of the methyl group. For this purpose, the retention time difference of the FDLA derivatives of phenylglycine and alanine can be used, because it is reflected in the difference of the hydrophobicity between the phenyl and methyl groups.
9. 9. Okino, T.; Matsuda, H.; Murakami, M.; Yamaguchi, K. Tetrahedron Lett. 1993, 34, 501-504.
10. 10. The FDLA derivatives were analyzed by ESI LC/MS under the following conditions: LC, column, Develosil ODS-HG-5 (150 × 2.0 mm I.D., Nomura Chemical, Seto, Japan); mobile phase, A) H2O containing 0.01 M TFA, B) CH3CN; gradient rate, A) : B) = 7:3 → 3:7 (40 min), linear; flow rate, 0.2 mL/min : MS, TSQ7000 (Finnigan MAT, California, U.S.A.).
11. 11. Matsuura, F.; Hamada, Y.; Shioiri, T. Tetrahedron 1994, 50, 11303-11314.
12. 12. Fujii, K.; Sivonen, K.; Kashiwagi, T.; Hirayama, K.; Harada, K.-I. Chem. Commun. to be submitted.
13. 13. Kusumi, T.; Fukushima, T.; Ohtani, I.; Kakisawa, H. Tetrahedron Lett. 1991, 32, 2939-2942.