Title:
METHOD FOR PRODUCING L-SERINE AND L-THEREONINE DERIVATIVES CONTAINING SIALOSYL TN EPITOPE AND SYNTHETIC INTERMEDIATE THEREOF
Document Type and Number:
Japanese Patent JP3130565
Kind Code:
B2
Abstract:
PURPOSE: To produce by a specific method a novel saccharide oligopeptide derivative capable of atereo selectively and effectively giving a saccharide oligopeptide useful for the clarification of the receptor structure of lectin for recognizing sialosyl Tn epitope.
CONSTITUTION: A compound of formula I (R is an OH-protecting group; X is halogen) is condensed with a compound of formula II (R1 is H, methyl; R2 is phenacyl, allyl) preferably in methylene chloride at -15 to 5°C for 3-5hr. The condensation product is usually subjected to a benzylidene group-removing reaction and subsequently reacted with a compound of formula III (R3 is an OHprotecting group; R4 is a COOH-protecting group; Y is halogen) preferably in a solvent such as carbon tetrachloride at -5 to 25°C for 10-16hr. The condensation product is successively subjected to an acetoamide-forming reaction, an allyl group-removing reaction and a thiophenyl group-removing reaction to produce the objective saccharide oligopeptide derivative of formula IV (Z is H, thiophenyl).
Inventors:
Tomoya Ogawa
Yoshiaki Nakahara
Hiroyuki Iijima
Shohei Shibayama
Mamoru Sugimoto
Yoshiaki Nakahara
Hiroyuki Iijima
Shohei Shibayama
Mamoru Sugimoto
Application Number:
JP17285991A
Publication Date:
January 31, 2001
Filing Date:
July 15, 1991
Export Citation:
Assignee:
RIKEN
International Classes:
C07H15/04; C07H15/18; C07K1/113; C07K9/00; (IPC1-7): C07H15/04; C07H15/18
Domestic Patent References:
| JP1249795A |
Other References:
Ｔｅｔｒａｈｅｄｒｏｎ Ｌｅｔｔｅｒｓ，Ｖｏｌ．３１，Ｎｏ．４７（１９９０）ｐ．６８９７−６９００
Attorney, Agent or Firm:
Minoru Nakamura (7 outside)
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