CAS: 205304-86-5; (2S,4R)-4-(2-((1R,3R)-1-Acetoxy-4-Methyl-3-((2S,3S)-3-Methyl-N-(((3-Methylbutanoyl)Oxy)Methyl)-2-((R)-1-Methylpiperidine-2-Carboxamido)Pentanamido)Pentyl)Thiazole-4-Carboxamido)-5-(4-Hydroxyphenyl)-2-Methylpentanoic Acid

📜异戊酸,以 二氯甲烷 用作溶剂,化学反应 0.17H,反应生成N-(2-氨基-2-氧代乙基)-N-(羧甲基)甘氨酸
参考文献:Acid Mediated Formation Of An N-Acyliminium Ion From Tubulysins: A New Methodology For The Synthesis Of Natural Tubulysins And Their Analogs
标题:Acid Mediated Formation Of An N-Acyliminium Ion From Tubulysins: A New Methodology For The Synthesis Of Natural Tubulysins And Their Analogs
摘要:Tubuylsins Are Extremely Potent Cytotoxic Agents Which Inhibit Tubulin Polymerization And Lead To Cell Cycle Arrest And Apoptosis. Tubulysins Have Been Isolated From Fermentation Mixtures And Have Been Chemically Synthesized; However,These Efforts Have Been Hampered By Poor Yields And Arduous Purifications. In Contrast,Treatment Of A Mixture Of Natural Tubulysins A,B,C,G,And I,Obtained From A Fermentation Batch With Trifluoroacetic Acid Results In The Formation Of A Single N-Acyliminium Ion. Subsequent Addition Of Butyric,Isopentyl,Or Acetic Acid Results In The Formation Of Tubulysin B,A,Or I,Respectively,As A Single Species. New Tubulysin Analogs Can Be Formed Upon Treatment Of The Acyliminium Ion With Other Nucleophiles Such As Alcohols,Thiols,And Nitriles,Resulting In Corresponding N-Acyl-N,O-Acetals,N-Acyl-N,S-Thioacetals,And N,N'-Diacyl-Aminals. Carbon-Carbon Bond Formation Is Also Possible With A Modification Of This Protocol. The Cytotoxicies Of The Natural Tubulysins And Tubulysin Analogs Synthesized By This Method Were Evaluated On Kb Cells. (C) 2011 Elsevier Ltd. All Rights Reserved.
Doi:10.1016/j.Bmcl.2011.09.041

专利信息

专利号:US-2010047841-A1
优先权日:2007-02-27
标 题 :Synthesis of desacetoxytubulysin h and analogs thereof
发明人：WIPF PETER; WANG ZHIYONG
权利人:UNIV PITTSBURGH
摘要:Compounds of formula I, XVI and XXI possess potent cell growth inhibitory activity. These compounds are described have therapeutic utility, particularly in the treatment of cancer as well as conditions and disorders related to uncontrolled cell growth: n n n n n n n n n n wherein the variables R 1 , R 2 , R 3 , R 4 , R 5 , X, Y and Z are described herein.

专利号:DE-102006062278-A1
优先权日:2006-12-22
标题 :A new method for the stereoselective preparation of 2,4-disub-styrenated γ-amino acids and their use in the total synthesis of cytotoxic substances

专利号:US-9295731-B2
优先权日:2013-04-01
标题 :Cleavable drug conjugates, compositions thereof and methods of use
发明人：NGUYEN MARK QUANG
权利人:NGUYEN MARK QUANG
摘要:Base-labile crosslinkers, base-labile conjugates comprising such crosslinkers, methods of their synthesis and use are disclosed.

专利号:WO-2008106080-A9
优先权日:2007-02-27
标题 :Synthesis of desacetoxytubulysin h and analogs thereof

专利号:WO-2008106080-A2
优先权日:2007-02-27
标 题 :Synthesis of desacetoxytubulysin h and analogs thereof