公开(公告)号：US6087526A

公开(公告)日：2000-07-11

申请号：US340692

申请日：1999-06-29

申请人： Masahiko Kurauchi ,  Yoshimasa Hagiwara ,  Hiroyuki Matsueda ,  Takashi Nakano ,  Kunisuke Izawa

发明人： Masahiko Kurauchi ,  Yoshimasa Hagiwara ,  Hiroyuki Matsueda ,  Takashi Nakano ,  Kunisuke Izawa

IPC分类号： B01J27/125 ,  C07B53/00 ,  C07B61/00 ,  C07C51/083 ,  C07C51/377 ,  C07C59/205 ,  C07C67/08 ,  C07C67/293 ,  C07C67/317 ,  C07C67/343 ,  C07C69/157 ,  C07C69/732 ,  C07C69/76

CPC分类号： C07C69/732 ,  C07C51/377 ,  C07C67/317 ,  C07C67/343

摘要： Provided is an industrially useful process for producing an optically active 2-hydroxy-4-arylbutyric acid or its ester. An optically active acyloxysuccinic anhydride is reacted with an aromatic compound in the presence of a Lewis acid to produce an optically active 2-acyloxy-4-oxo-4-arylbutyric acid. The 2-acyloxy-4-oxo-4-arylbutyric acid is converted to an optically active 2-acyloxy-4-arylbutyric acid through catalytic reduction. The 2-acyloxy-4-arylbutyric acid is hydrolyzed in the presence of an acid or an alkali to produce an optically active 2-hydroxy-4-arylbutyric acid. The 2-hydroxy-4-arylbutyric acid is reacted with an alcohol in the presence of an acid to produce an optically active 2-hydroxy-4-arylbutyric acid ester.

摘要翻译： 提供了用于制备光学活性2-羟基-4-芳基丁酸或其酯的工业上有用的方法。 在路易斯酸存在下，使光学活性的酰氧基琥珀酸酐与芳族化合物反应，得到光学活性的2-酰氧基-4-氧代-4-芳基丁酸。 通过催化还原将2-酰氧基-4-氧代-4-芳基丁酸转化成光学活性的2-酰氧基-4-芳基丁酸。 2-酰氧基-4-芳基丁酸在酸或碱的存在下水解，得到光学活性的2-羟基-4-芳基丁酸。 2-羟基-4-芳基丁酸与醇在酸的存在下与醇反应，得到光学活性的2-羟基-4-芳基丁酸酯。

公开(公告)号：US5959139A

公开(公告)日：1999-09-28

申请号：US698730

申请日：1996-08-16

申请人： Masahiko Kurauchi ,  Yoshimasa Hagiwara ,  Hiroyuki Matsueda ,  Takashi Nakano ,  Kunisuke Izawa

发明人： Masahiko Kurauchi ,  Yoshimasa Hagiwara ,  Hiroyuki Matsueda ,  Takashi Nakano ,  Kunisuke Izawa

IPC分类号： B01J27/125 ,  C07B53/00 ,  C07B61/00 ,  C07C51/083 ,  C07C51/377 ,  C07C59/205 ,  C07C67/08 ,  C07C67/293 ,  C07C67/317 ,  C07C67/343 ,  C07C69/157 ,  C07C69/732 ,  C07C69/34

CPC分类号： C07C69/732 ,  C07C51/377 ,  C07C67/317 ,  C07C67/343

摘要： Provided is an industrially useful process for producing an optically active 2-hydroxy-4-arylbutyric acid or its ester. An optically active acyloxysuccinic anhydride is reacted with an aromatic compound in the presence of a Lewis acid to produce an optically active 2-acyloxy-4-oxo-4-arylbutyric acid. The 2-acyloxy-4-oxo-4-arylbutyric acid is converted to an optically active 2-acyloxy-4-arylbutyric acid through catalytic reduction. The 2-acyloxy-4-arylbutyric acid is hydrolyzed in the presence of an acid or an alkali to produce an optically active 2-hydroxy-4-arylbutyric acid. The 2-hydroxy-4-arylbutyric acid is reacted with an alcohol in the presence of an acid to produce an optically active 2-hydroxy-4-arylbutyric acid ester.

公开(公告)号：US5817859A

公开(公告)日：1998-10-06

申请号：US878079

申请日：1997-06-18

申请人： Takayuki Suzuki ,  Yutaka Honda ,  Kunisuke Izawa

发明人： Takayuki Suzuki ,  Yutaka Honda ,  Kunisuke Izawa

IPC分类号： C07C317/28 ,  C07C323/29 ,  C07C327/30 ,  C07C327/22

CPC分类号： C07C323/29 ,  C07C317/28 ,  C07C327/30

摘要： The present invention provides a simple and inexpensive method for producing a-hydroxy-.beta.-aminocarboxylic acids and their esters. An ester of an N-protected .alpha.-amino acid ester is converted into a .beta.-ketosulfoxide, which is then processed with an acid to give an .alpha.-ketohemimercaptal. Next, this is acylated and then processed with a base to obtain an N-protected .alpha.-acyloxy-.beta.-amino-thioester, which is then saponified to obtain an intended compound. According to the method of the present invention, it is possible to produce .alpha.-hydroxy-.beta.-aminocarboxylic acid derivatives, which are intermediates in producing various HIV protease inhibitors, renin inhibitors and carcinostatics, from a-amino acids. The method comprises reduced reaction steps, the selectivity in the method to give the intended product is high, and the yield of the product obtained is high.

摘要翻译： 本发明提供了一种简单且廉价的α-羟基-β-氨基羧酸及其酯的制备方法。 将N-保护的α-氨基酸酯的酯转化成β-酮亚砜，然后用酸处理，得到α-酮基二巯基。 接下来，将其进行酰化，然后用碱处理，得到N-保护的α-酰氧基-β-氨基 - 硫代酯，然后皂化，得到目标化合物。 根据本发明的方法，可以生产α-羟基-β-氨基羧酸衍生物，它们是从α-氨基酸生产各种HIV蛋白酶抑制剂，肾素抑制剂和制癌剂的中间体。 该方法包括减少反应步骤，得到所需产物的方法中的选择性高，所得产物的产率高。

公开(公告)号：US5705671A

公开(公告)日：1998-01-06

申请号：US725714

申请日：1996-10-04

申请人： Takayuki Suzuki ,  Yutaka Honda ,  Kunisuke Izawa

发明人： Takayuki Suzuki ,  Yutaka Honda ,  Kunisuke Izawa

IPC分类号： C07C317/28 ,  C07C323/29 ,  C07C327/30 ,  C07C327/22

CPC分类号： C07C323/29 ,  C07C317/28 ,  C07C327/30

摘要： The present invention provides a simple and inexpensive method for producing .alpha.-hydroxy-.beta.-aminocarboxylic acids and their esters. An ester of an N-protected .alpha.-amino acid ester is converted into a .beta.-ketosulfoxide, which is then processed with an acid to give an .alpha.-ketohemimercaptal. Next, this is acylated and then processed with a base to obtain an N-protected .alpha.-acyloxy-.beta.-amino-thioester, which is then saponified to obtain an intended compound. According to the method of the present invention, it is possible to produce .alpha.-hydroxy-.beta.-aminocarboxylic acid derivatives, which are intermediates in producing various HIV protease inhibitors, renin inhibitors and carcinostatics, from a-amino acids. The method comprises reduced reaction steps, the selectivity in the method to give the intended product is high, and the yield of the product obtained is high.

公开(公告)号：US5565575A

公开(公告)日：1996-10-15

申请号：US440841

申请日：1995-05-15

申请人： Masahiko Kurauchi ,  Kunisuke Izawa

发明人： Masahiko Kurauchi ,  Kunisuke Izawa

IPC分类号： B01J23/44 ,  C07B61/00 ,  C07D233/74 ,  C07D233/76 ,  C07D233/78 ,  C07D233/96

CPC分类号： C07D233/74 ,  C07D233/76 ,  C07D233/96

摘要： 5-Cyclohexylmethylhydantoin derivatives may be conveniently prepared by reducing, in the presence of a metal catalyst, a 5-(3-cyclohexene-1-yl)melthylenehydantoin derivative which is obtained by the condensation of a hydantoin derivative and a 3-cyclohexene-1-carbaldehyde derivative in the presence of a monoalkanolamine.

摘要翻译： 5-环己基甲基乙内酰脲衍生物可以通过在金属催化剂存在下还原5-乙内酰脲衍生物与3-环己烯-1缩合得到的5-（3-环己烯-1-基）乙烯乙内酰脲衍生物， - 甲醛衍生物在单烷醇胺存在下反应。

公开(公告)号：US5260486A

公开(公告)日：1993-11-09

申请号：US924480

申请日：1992-08-04

申请人： Kazuhiro Watanabe ,  Eiji Nakanishi ,  Takayuki Suzuki ,  Kunisuke Izawa

发明人： Kazuhiro Watanabe ,  Eiji Nakanishi ,  Takayuki Suzuki ,  Kunisuke Izawa

IPC分类号： C07C45/60 ,  C07C49/82 ,  C07C49/83 ,  C07C45/37

CPC分类号： C07C45/60 ,  C07C49/83

摘要： Herein is disclosed a process for producing a .beta.-ketoalcohol by the oxidative ring-opening reaction of a 1,3-dioxane derivative, said .beta.-ketoalcohol being able to be a substrate for asymmetric reaction.

公开(公告)号：US5041579A

公开(公告)日：1991-08-20

申请号：US257899

申请日：1988-09-23

申请人： Seiichi Nishi ,  Kazuo Ohishi ,  Kunisuke Izawa ,  Tsuyoshi Shiio ,  Tetsuo Suami

发明人： Seiichi Nishi ,  Kazuo Ohishi ,  Kunisuke Izawa ,  Tsuyoshi Shiio ,  Tetsuo Suami

IPC分类号： A61K31/28 ,  A61K31/282 ,  A61K33/24 ,  A61P35/00 ,  C07F15/00

CPC分类号： C07F15/0093

摘要： Platinum complexes of cis-diaminocyclohexanol or cis-diaminocyclohexane, with the exclusion of platinum complexes of 2-deoxystreptamine, having high anti-tumor activity, low toxicity, water-solubility and exhibiting no cross-resistance to cis-platin.