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J-GLOBAL ID：200902166880866831   Reference number：02A0877386

Convenient Synthesis of the Main Dehydrohexapeptide Skeleton Constituting a Macrocyclic Antibiotic, Berninamycin A.

大環状抗生物質,ベルニナマイシンAを構成する主デヒドロヘキサペプチド骨格の簡易合成

Author (5)： SAITO H (Kanagawa Univ., Yokohama) ,  YAMADA T (Kanagawa Univ., Yokohama) ,  OKUMURA K (Kanagawa Univ., Yokohama) ,  YONEZAWA Y (Kanagawa Univ., Yokohama) ,  SHIN C-G (Kanagawa Univ., Yokohama)
Material： Chemistry Letters  (Chem Lett)
Issue： 11  Page： 1098-1099  Publication year： Nov. 05, 2002 
JST Material Number： S0742A  ISSN： 0366-7022  CODEN： CMLTAG  Document type： Article
Article type： 短報  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *peptide antibiotics ,...

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JST classification (2)： Peptides  (CF10080G) ,  Synthesis of antibiotics  (GX04000Z)

Substance index (4)： Berninamycin A ,  2-[(4S)-2,2-Dimethyl-3-(benzyloxycarbonyl)oxazolidine-4-yl]-5-methyloxazole-4-carboxylic acid methyl ester ,  N-[2-[1-[N-[2-[(Z)-1-[[(4S,5R)-2,2,5-Trimethyl-3-(benzyloxycarbonyl)oxazolidine-4-yl]carbonylamino]-1-propenyl]-5-methyl-4-oxazolylcarbonyl]-Ser-3,3-dimethyl-Ser-amino]-2-hydroxyethyl]-5-methyl-4-oxazolylcarbonyl]-Ser-OMe ,  2-[2-[1-[[(S)-2-[2-[2-[(Z)-1-[[(4S,5R)-2,2,5-Trimethyl-3-(benzyloxycarbonyl)oxazolidine-4-yl]carbonylamino]-1-propenyl]-5-methyl-4-oxazolylcarbonylamino]acryloylamino]-3-hydroxy-3-methylbutyryl]amino]vinyl]-5-methyl-4-oxazolylcarbonylamino]acrylic acid methyl ester

Reference (16)：

• 1) J. M. Liesch and K. L. Rinehart, J. Am. Chem. Soc., 99, 1645 (1977).
• 2) H. Abe, K. Kushida, Y. Shiobara, and M. Kodama, Tetrahedron Lett., 29, 1401 (1988).
• 3) C. Shin, Y. Nakamura, and K. Okumura, Chem. Lett., 1993, 1405.
• 4) K. Umemura, S. Ikeda, J. Yoshimura, K. Okumura, H. Saito, and C. Shin, Chem. Lett., 1997, 1203.
• 5) C. Shin, K. Okumura, A. Ito, and Y. Nakamura, Chem. Lett., 1994, 1301.

Terms in the title (5)： 環状 ,  抗生物質 ,  ベルニナマイシンA ,  骨格 ,  簡易