CAS: 133343-34-7; N-Acetyl-S-((2R,3S,4R)-3-Hydroxy-2-((S)-1-Hydroxy-2-Methylpropyl)-4-Methyl-5-Oxopyrrolidine-2-Carbonyl)-L-Cysteine

上下游产品

lactacystin allyl ester N-acetylcystein omuralide N-acetyl-L-cystein allyl ester

N-乙酰-L-半胱氨酸置于四(三苯基膦)钯 甲酸,双(2-氧代-3-恶唑烷基)次磷酰氯,对甲苯磺酸,三乙胺体系中,用 四氢呋喃,二氯甲烷,苯 用作溶剂,化学反应 25.0H,反应生成乳胞素
参考文献:从d-葡萄糖立体选择性全合成(+)-Lactacystin
标题:从d-葡萄糖立体选择性全合成(+)-Lactacystin
摘要:描述了(+)-Lactacystin 1的手性和立体选择性合成,这是具有α,α-二取代的α-氨基酸结构的第一个非蛋白质神经营养因子.使用烯丙基三氯乙酰亚氨酸酯重排(overman重排)作为关键反应,由d-葡萄糖有效地构建了具有1个氮原子的四取代碳的高度官能化的γ-内酰胺部分.
Doi:10.1016/s0040-4020(97)01015-6

专利信息

专利号:US-7183417-B2
优先权日:2004-04-09
标题:Simple stereocontrolled synthesis of salinosporamide A
发明人：COREY ELIAS J
权利人:HARVARD COLLEGE
摘要:A simple and effective stereocontrolled synthesis of salinosporamide A(1) n nhas been developed which follows the pathway outlined in the FIGURE. The process, the first total synthesis of salinosporamide A, is capable of providing the compound in substantial quantities for further biological studies. In addition to the method of Scheme I, the present invention also includes several novel synthetic intermediate compounds, several intermediate steps of the preferred synthetic process; and the uses of these compounds in the preparation of synthetic derivatives of the compound Salinosporamide A. Salinosporamide A is of special interest as a synthetic target because of its protein in vitro cytotoxic activity against many tumor cell lines (IC 50 values of 10 nM or less).

专利号:US-2006287520-A1
优先权日:2005-05-16
标 题 :Synthesis of salinosporamide A and analogues thereof
发明人：DANISHEFSKY SAMUEL J; ENDO ATSUSHI
权利人:DANISHEFSKY SAMUEL J; ENDO ATSUSHI
摘要:A novel synthesis of salinosporamide A is provided. Salinospoamide A as well as structurally related natural products, omuralide and lactacystin, have been shown to be proteasome inhibitors. Therefore, these compounds as well as analogues of these natural products may be useful in the treatment of proliferative diseases such as cancer, autoimmune diseases, diabetic retinopathy, etc. The invention provides for the synthesis of salinosporamide A as well as analogs thereof using a convenient point for derivatization of the bicyclic core. Pharmaceutical compositions and method of using the inventive compounds are also provided.

专利号:US-6849743-B2
优先权日:1997-08-15
标 题 :Synthesis of clasto-lactacystin β-lactone and analogs thereof
发明人：SOUCY FRANCOIS; FLAMONDON LOUIS; BEHNKE MARK; ROUSH WILLIAM
权利人:MILLENNIUM PHARM INC
摘要:The present invention is directed to an improved synthesis of clasto-lactacystin-β-lactone, and analogs thereof, that proceeds in fewer steps and in much greater overall yield than syntheses described in the prior art. The synthetic pathway relies upon a novel stereospecific synthesis of an oxazoline intermediate and a unique stereoselective addition of a formyl amide to the oxazoline. Also described are novel clasto-lactacystin-β-lactones, and analogs thereof and their use as proteasome inhibitors.

专利号:US-2003004337-A1
优先权日:2000-05-04
标 题 :Efficient lactam synthesis
发明人：JUNG KYUNG WOON; YOON CHEOL HWAN
摘要:Lactams, libraries of lactams, and an efficient method of synthesizing a lactam, including a γ-lactam, in which an a-diazoacetamide of the general structure (I) is reacted under conditions promoting intramolecular C-H insertion, for example in the presence of a rhodium salt such as Rh 2 (OAc) 4 , n n n by which means lactams that are precursors in the synthesis of diverse natural and synthetic products, including pyrrolidinone compounds such as lactacystin, pramanicin, kainic acid, statine, AHPPA, and rolipram, are produced.

专利号:US-8703812-B2
优先权日:2005-07-29
标 题 :Protein synthesis required for long-term memory is induced by PKC activation on days preceding associative learning
发明人：ALKON DANIEL L
权利人:ALKON DANIEL L; BRNI NEUROSCIENCES INST
摘要:The present invention provides methods of contacting a protein kinase C (PKC) activator with a PKC activator in a manner sufficient to stimulate the synthesis of proteins sufficient to consolidate long-term memory. The present invention also provides methods of contacting a protein kinase C (PKC) activator with a PKC activator in a manner sufficient to downregulate PKC.

专利号:US-6689890-B2
优先权日:2000-05-04
标 题:Efficient lactam synthesis
发明人：JUNG KYUNG WOON; YOON CHEOL HWAN
权利人:UNIV SOUTH FLORIDA
摘要:Lactams, libraries of lactams, and an efficient method of synthesizing a lactam, including a gamma-lactam, in which an alpha-diazoacetamide of the general structure (I) is reacted under conditions promoting intramolecular C-H insertion, for example in the presence of a rhodium salt such as Rh2(OAc)4,by which means lactams that are precursors in the synthesis of diverse natural and synthetic products, including pyrrolidinone compounds such as lactacystin, pramanicin, kainic acid, statine, AHPPA, and rolipram, are produced.