专利号:US-7301006-B2 优先权日:2002-07-16 标 题 :Methods and materials for the synthesis of modified peptides 发明人:YOUNG TRAVIS G; KIESSLING LAURA L 权利人:WISCONSIN ALUMNI RES FOUND 摘要:Methods and protected amino acids useful as building blocks (protected monomers) for the synthesis of peptides and proteins that are selectively modified at one or more side-chain hydroxyl groups. Azide-bearing protecting groups allow the selective deprotection of side-chain hydroxyl groups of amino acids after synthesis of a peptide. Reaction conditions for removal of the azide-bearing protecting group can be selected which are substantially orthogonal to those that will remove α-amino protecting groups typically employed in peptide synthesis, such that hydroxyl groups protected with the azide-bearing protecting group remain protected during synthesis of the peptide chain. Various protecting groups which are readily available can be used for protecting potentially reactive side chain groups of amino acids in the peptide or protein to be modified. Preferred side-chain protecting groups are chemically distinguishable from the azide-bearing protecting group and substantially orthogonal reaction conditions can be selected such that side-chain protection of other amino acids is maintained when the azide-bearing protecting group is removed. The use of the azide-bearing protecting group of this invention for one or more hydroxy amino acids during peptide synthesis allows the selective unmasking of those azide-protected side-chain hydroxyl groups and selective modification of the hydroxyl groups that are selectively unmasked. The methods and materials herein are particularly used in synthesis of sulfated, phosphorylated and glycosylated peptides and proteins. Kits and methods of synthesizing a modified peptide or protein using the kits are also provided.
专利号:US-11548898-B2 优先权日:2017-07-06 标题 :Synthesis of halichondrins 发明人:KISHI YOSHITO; AI YANRAN; YE NING; WANG QIAOYI; YAHATA KENZO; ISO Kentaro; NAINI SANTHOSH REDDY; YAMASHITA SHUJI; LEE JIHOON; OHASHI ISAO; FUKUYAMA TAKASHI 权利人:HARVARD COLLEGE; EISAI R&D MAN CO LTD 摘要:The present invention provides methods for the synthesis of ketones involving a Ni/Zr-mediated coupling reaction. The Ni/Zr-mediated ketolization reactions can be used in the synthesis of halichondrins (e.g., halichondrin A, B, C; homohalichondrin A, B, C; norhalichondrin A, B, C), and analogs thereof. Therefore, the present invention also provides synthetic methods useful for the synthesis of halichondrins, and analogs thereof. Also provided herein are compounds (i.e., intermediates) useful in the synthesis of halichondrins, and analogs thereof. In particular, the present invention provides methods and compounds useful in the synthesis of compound of Formula (H3-A).
专利号:WO-9216541-A1 优先权日:1991-03-12 标 题 :Synthesis of sialic acid and synthetic intermediate therefor 发明人:SHIBA TETSUO; TESHIMA TADASHI; YAMAMOTO TOSHIHIRO 权利人:KANTO ISHI PHARMA CO LTD 摘要:An efficient synthesis of sialic acid (N-acetylneuramic acid) useful as the starting material of medicines, a synthetic intermediate therefor, isosialic acid as an isomer of sialic acid, synthesis thereof, and a synthetic intermediate therefor. Sialic acid is synthesized from D-glucose and oxaloacetic acid through the intermediates (Ia) and (IIIa), while isosialic acid represented by formula (IV) is synthesized from an isomer of the intermediate (Ia).
专利号:US-12281135-B2 优先权日:2019-07-25 标 题 :Synthesis of 6-azido-6-deoxy-2-n-acetyl-hexosamine-nucleoside diphosphate 发明人:HOOGENBOOM JORIN; WIJDEVEN MARIA ANTONIA; VERKADE JORGE MERIJN MATHIEU; VAN DELFT FLORIS LOUIS; VAN BERKEL SANDER SEBASTIAAN 权利人:SYNAFFIX BV 摘要:The current invention concerns methods for the synthesis of 6-azido-6-deoxy-2-N-acetyl-monosaccharide-nucleoside diphosphate, in particular 6-azido-6-deoxy-2-N-acetyl-D-galactosamine-nucleoside diphosphate or 6-azido-6-deoxy-2-N-acetyl-D-glucosamine-nucleoside diphosphate. The synthesis method according to the invention is characterized by being highly efficient and high yielding. Also part of the present invention are key intermediates of this process.
专利号:US-9695188-B2 优先权日:2013-12-06 标 题 :Methods useful in the synthesis of halichondrin B analogs 发明人:HU YONGBO; ZHANG HUIMING; CHIBA HIROYUKI; KOMATSU YUKI; LEWIS BRYAN M 权利人:EISAI R&D MAN CO LTD 摘要:In general, the present invention features improved methods useful for the synthesis of analogs of halichondrin B, such as eribulin and pharmaceutically acceptable salts thereof (e.g., eribulin mesylate).
专利号:US-10717718-B2 优先权日:2015-11-17 标 题:5-azido-5-deoxy-2 :3-isopropylidene-D-arabinose compounds; their method of manufacture and their use for the synthesis of ARA-N3, KDO-N3 and 4EKDO-N3 发明人:VAUZEILLES BORIS; MAS PONS JORDI; BARON AURÈLIE 权利人:CENTRE NAT RECH SCIENT 摘要:Disclosed are new compounds of formulae: n nWherein: R 1 and R 2 can be independently H; a C 1 to C 6 alkyl including methyl, ethyl, propyl, butyl; aryl including phenyl, para-methoxyphenyl; or R 1 ,R 2 together with the carbon C-6 can be a cyclopentylidene or cyclohexylidene; each of these groups being substituted or not; and R 3 can be a C 1 to C 6 alkyl including methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl; or aryl including phenyl, methylphenyl, ethylphenyl, each of these groups being substituted or not. The invention also relates to their method of manufacture and their use for the synthesis of Ara-N 3 , Kdo-N 3 and 4eKdo-N 3 .