SCOPUS 정보 검색 플랫폼

Volumn 11, Issue 19, 2000, Pages 3985-3994

Enantioselective synthesis of (S)-N,N-diethyl-2-formyl-2-(methoxymethoxy)butyramide, a key intermediate for 20(S)-camptothecin analogues, via asymmetric bromolactonization

(5) Jew, Sang Sup a Roh, Eun Young a Kim, Hee Jin a Goo Kim, Myoung a Park, Hyeung Geun a

a Seoul National University (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

BUTYRIC ACID DERIVATIVE; CAMPTOTHECIN DERIVATIVE;

ARTICLE; COLUMN CHROMATOGRAPHY; DRUG SYNTHESIS; ENANTIOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; REACTION ANALYSIS; TECHNIQUE;

EID: 0034612951 PISSN: 09574166 EISSN: None Source Type: Journal
DOI: 10.1016/S0957-4166(00)00376-1 Document Type: Article

Times cited : (7)

References (11)

1
- 0007452109
- (a) Herzberg, R. P.; Caranfa, M. J.; Hecht, S. Biochemistry 1989, 28, 4629. (b) Hsiang, Y.-H.; Hertzberg, R.; Hecht, S.; Liu, L. F. J. Biol. Chem. 1985, 260, 14873.

2
- 0007381593
- (a) Jew, S. S.; Kim, H. J.; Kim, M. G.; Roh, E. Y.; Cho, Y. S.; Kim, J. K.; Cha, K. H.; Lee, K. K.; Ham, H. J.; Choi, J. Y.; Lee, H. Bioorg. & Med. Chem. Lett. 1996, 6, 845. (b) Ahn, S. K.; Choi, N. S.; Jeong, B. S.; Kim, K. K.; Journ, D. J.; Kim, J. K.; Lee, S. J.; Kim, J. W.; Hong, C. I.; Jew, S. S. J. Hetetocyclic Chem., in press.

3
- 0028998076
- (1995) J. Med. Chem. , vol.38 , pp. 395
- Luzzio, M.J.¹ Besterman, J.M.² Emerson, D.L.³ Evans, M.G.⁴ Lachey, K.⁵ Leitner, P.L.⁶ Peel, M.⁷ Sisco, J.M.⁸ Sternbach, D.D.⁹ Tong, W.Q.¹⁰ Truesdale, A.¹¹ Uehling, D.E.¹² Vuong, A.¹³ Yates, J.¹⁴

4
- 0007379108
- (a) Terasawa, H.; Ohsuki, S.; Uoto, K. European Patent 495432 A1, 1992. (b) Takiguchi, S.; Kumazawa, E.; Shimazoe, T.; Tohgo, A.; Kono, K. Jpn. J. Cancer Res. 1997, 88, 760.

5
- 0007425354
- (a) Tetrasawa, H.; Sugimori, M.; Ejima, A.; Tagawa, H. Chem. Pharm. Bull. 1989, 37, 3382-3385. (b) Wani, M. C.; Nicoholas, A. W.; Wall, M. E. J. Med. Chem. 1987, 30, 2317. (c) Corey, E. J.; Crouse, D. N.; Anderson, J. E. J. Org. Chem. 1975, 40, 2140.

6
- 0007410224
- (a) Imura, A.; Itoh, M.; Miyadera, A. Tetrahedron: Asymmetry 1998, 9, 2285-2291. (b) Ciufolini, M. A.; Roschangar, F. Tetrahedron, 1997, 53, 11049. (c) Henegar, K. E.; Ashford, S. W.; Boughman, T. A.; Sih, J. C.; Gu, R. L. J. Org. Chem. 1997, 62, 6588-6597. (d) Ciufolini, M. A.; Roschangar, F. Angew. Chem., Int. Ed. Engl. 1996, 35, 1692-1693

7
- 0007380819
- Ejima, A.; Terasawa, H.; Sugimori, M.; Tagawa, H. J. Chem. Soc., Perkin Trans 1 1990, 27-31.

8
- 0007380820
- (a) Jew, S. S.; Ok, K. D.; Kim, H. J.; Kim, M. G.; Kim, J. M; Hah, J. M.; Cho, Y. S. Tetrahedron: Asymmetry 1995, 6, 1245-1248. (b) Fang, F. G.; Xie, S.; Lowery, M. W. J. Org. Chem. 1994, 59, 6142.

9
- 0007381596
- (a) Jain, R.; Roschangar, F.; Ciufolini, M. A. Tetrahedron Lett. 1995, 36, 3307-3310. (b) Jones, G. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R.; Rees, C. W., Eds.; Pergamon Press: Oxford, UK, 1984; Vol. 2A, pp. 395-510. (c) Schultz, A. G. Chem. Rev. 1973, 73, 385. (d) Wojcik, M. Dissertation, Harvard University, 1970.

10
- 0007452110
- (a) Jew, S. S.; Kim, H. A.; Song, S. M.; Jang, J. S. Heterocycles 1998, 47, 153-156. (b) Jew, S. S.; Kim, H. O.; Jeong, B. S.; Park, H. G. Tetrahedron: Asymmetry 1997, 8, 1187-1192. (c) Harding, K. E.; Tiner, T. H. In Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon Press: Oxford, UK, 1991; Vol. 4, pp. 391-393. (d) Mulzer, J.; Altenbach, H.-J.; Braun, M.; Krohn, K.; Reissig, H.-U. In Organic Synthesis Highlights; Mulzer, J.; VCH: Weinheim, Germany, 1991; pp. 158-164.

11
- 0007417717
- Enantiomeric excess of 5 was determined by chiral HPLC of the intermediate compound 23 (Chiral OD column). Chiral HPLC analysis showed no detectable R enantiomer. n-Hexane:i-propanol (98:2),1 mL/min, 254 nm (S) 17.4 min, (R) 19.8 min.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.