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    • 1. 发明授权
    • Method of manufacturing D-allosan
    • 制造D-异黄酮的方法
    • US5457192A
    • 1995-10-10
    • US937847
    • 1992-10-21
    • Katsuya MatsumotoTakashi EbataHajime Matsushita
    • Katsuya MatsumotoTakashi EbataHajime Matsushita
    • C07H1/00C07H3/10C07H3/02
    • C07H3/10Y02P20/55
    • The carbonyl group at the 2-position of levoglucosenone is reduced to obtain a hydroxyl group having a .beta.-configuration. The hydroxyl group having a .beta.-configuration is reversed to an .alpha.-configuration, and hydroxyl groups are added at the 3- and 4-positions in a cis-.alpha. form. Finally, the protective group of the hydroxyl group at the 2-position is eliminated. The reduction of the carbonyl group at the 2-position can be performed such that the levoglucosenone is reacted with aluminum lithium hydride or sodium boron hydride in an appropriate solvent. Reversion of the hydroxyl group having a .beta.-configuration can be performed by the Mitsunobu method or a method having a mesylation step and a step using cesium acetate. The addition of the hydroxyl groups to the 3-and 4-positions in the cis form can be performed by oxidizing the double bond across the 3- and 4-positions with an appropriate oxidizing agent. The elimination of the protective group of the hydroxyl group at the 2-position can be performed under basic conditions in accordance with normal methods. According to the method of the present invention, D-allosan can be obtained stereoselectively in high yield via a smaller number of steps than that of the conventional synthesis method.
    • PCT No.PCT / JP92 / 00170 Sec。 371日期:1992年10月21日 102(e)日期1992年10月21日PCT提交1992年2月19日PCT公布。 第WO92 / 14744号公报 日期:1992年9月3日。将左旋葡萄糖酮酮2位上的羰基还原,得到具有β-构型的羟基。 具有β-构型的羟基被逆转成α构型,羟基在顺式-α形式的3-和4-位加入。 最后,消除了2-位羟基的保护基。 可以进行2-位上的羰基的还原,使得左旋葡萄糖酮与氢化铝锂或硼氢化钠在合适的溶剂中反应。 具有β-构型的羟基的反转可以通过Mitsunobu方法或具有甲磺酰化步骤的方法和使用乙酸铯的步骤进行。 以顺式形式向3-和4-位加入羟基可以通过用合适的氧化剂氧化穿过3-和4-位的双键来进行。 可以在碱性条件下按照常规方法在2-位上除去羟基的保护基。 根据本发明的方法,可以通过比常规合成方法更少的步骤以高产率立体选择性地获得D-异亮唾液酸。
    • 2. 发明授权
    • Method of manufacturing 3-DPA-lactone
    • 制备3-DPA-内酯的方法
    • US5322955A
    • 1994-06-21
    • US938238
    • 1992-10-22
    • Katsuya MatsumotoTakashi EbataHiroshi KawakamiKoshi KosekiHajime Matsushita
    • Katsuya MatsumotoTakashi EbataHiroshi KawakamiKoshi KosekiHajime Matsushita
    • C07D307/33C07D233/00
    • C07D307/33Y02P20/55
    • In the method of the present invention for manufacturing 3-DPA-lactone, a protective group is introduced in the first step into the hydroxyl group at 4-position of .gamma.-ribonolactone by an ordinary method. Then, an acid anhydride or an acid chloride is added in the presence of a tertiary amine compound so as to conduct a .beta.-elimination of the hydroxyl group at the 3-position. As a result, a double bond is formed between the 2- and 3-positions and, at the same time, the hydroxyl group at the 2-position is acylated. The double bond between the 2- and 3-positions is reduced in the next step by means of a catalytic hydrogenation. Finally, the protective group of the hydroxyl group is eliminated by an ordinary method. The particular method permits using readily available raw materials, decreasing the number of manufacturing steps, and easily and selectively synthesizing the desired 3-DPA-lactone, which is hardly obtained from nature in a large amount, in high yield, compared with the conventional method.
    • PCT No.PCT / JP92 / 00186 Sec。 371日期:1992年10月22日 102(e)日期1992年10月22日PCT提交1992年2月21日PCT公布。 第WO92 / 14721号公报 日本9月3日。在本发明的制备3-DPA-内酯的方法中,通过常规方法,将第一步中的保护基引入γ-内酯的4-位的羟基。 然后,在叔胺化合物的存在下加入酸酐或酰氯,以在3-位进行羟基的β-烯丙基化。 结果,在2-位和3-位之间形成双键,并且同时将2-位的羟基酰化。 通过催化氢化,在下一步骤中2-和3-位之间的双键被还原。 最后,通过常规方法除去羟基的保护基。 该特定方法与常规方法相比,允许使用容易获得的原料,减少制造步骤的数量,并且容易且有选择地合成从大量难以获得的大量难以获得的所需3-DPA-内酯 。
    • 5. 发明授权
    • Method of preparing (3R,4R)-3-hydroxy-4-hydroxymethyl-4-butanolide
    • 制备(3R,4R)-3-羟基-4-羟甲基-4-丁醇酯的方法
    • US5412111A
    • 1995-05-02
    • US095182
    • 1993-07-23
    • Katsuya MatsumotoTakashi EbataKoshi KosekiKoji OkanoHiroshi KawakamiHajime Matsushita
    • Katsuya MatsumotoTakashi EbataKoshi KosekiKoji OkanoHiroshi KawakamiHajime Matsushita
    • C07D307/33C07D493/04C07D493/08C07D493/18C07H3/10
    • C07D307/33C07D493/08C07H3/10
    • Providing a method of preparing (3R,4R)-3-hydroxy-4-hydroxymethyl-4-butanolide conveniently and selectively from a widely available raw material in a high yield. A carbonyl group of the 2-position of levoglucosenone is reduced to obtain a hydroxyl group of a .beta.-configuration. Then, an iodo-group of an .alpha.-configuration and an acyloxy ion of a .beta.-configuration are introduced regioselectively and stereoselectively to the double bond at the 4-position and the 3-position of the above-mentioned levoglucosenone, respectively, keeping a trans stereochemical relationship. An alkoxide is then formed, by hydrolysis and an oxirane ring of a .beta.-configuration is formed by removing an iodo-group by intramolecular nucleophilic displacement reaction of the alkoxide. After the hydroxyl group of the 2-position is oxidized to convert to a carbonyl group, the oxirane ring is reductively and selectively cleaved, thereby obtaining a chemical compound having no substituent at the 3-position and a hydroxyl group of a .beta.-configuration at the 4-position. Finally a lactone of 5-membered-ring is prepared by subjecting the above-obtained compound to Baeyer-Villigar oxidation.
    • 提供从广泛获得的原料中以高产率方便且有选择地制备(3R,4R)-3-羟基-4-羟甲基-4-丁醇的方法。 缩合左旋葡萄糖酮的2-位的羰基,得到β-构型的羟基。 然后,分别对上述左旋葡萄糖酮的4-位和3-位分别选择性且立体选择地引入α-构型的碘组和β-构型的酰氧基,保持 反式立体化学关系。 然后通过水解形成醇盐,通过醇盐的分子内亲核取代反应除去碘基形成β-构型的环氧乙烷环。 在2-位的羟基被氧化转化成羰基之后,环氧乙烷环被还原和选择性地裂解,从而得到在3-位没有取代基的化合物和β-构型的羟基在 4位。 最后通过将上述得到的化合物进行Baeyer-Villigar氧化来制备5元环的内酯。
    • 7. 发明授权
    • Plastic deformation tapping tool with inside diameter finishing edges
    • 塑料变形攻丝工具,内径精整边
    • US09138819B2
    • 2015-09-22
    • US13521887
    • 2010-01-13
    • Seiji OhhashiKatsuya MatsumotoYousuke Suzuki
    • Seiji OhhashiKatsuya MatsumotoYousuke Suzuki
    • B23G7/02B23G5/20
    • B23G7/02B23G5/20Y10T408/34
    • Flutes defining inside diameter finishing edges are formed in middle portions of relief parts arranged in three linear arrays which are located between a plurality of linear arrays of protruding parts in a chamfered end section, about an axis 0, and the inside diameter finishing edges are formed along one of opposite open-end edges of each flute which is located on an upstream side of the flute as seen in a tap rotating direction A, and are offset by a predetermined angle θ in the tap rotating direction A with respect to the protruding parts in the chamfered end section. Accordingly, all of the plurality of linear arrays of protruding parts in the chamfered end section can be used to form the internal thread by plastic deformation of an inner circumferential surface of a hole to be tapped.
    • 形成内径精整边缘的凹槽形成在排列成三个线性阵列的凸出部分的中间部分,该三个线性阵列位于倒角端部中的多个线状阵列之间,绕轴线0形成,并且形成内径精加工边缘 沿着沿分接头旋转方向A观察的位于所述凹槽的上游侧的每个凹槽的相对的开口端边缘中的一个,并且被偏移预定角度; 在分接头旋转方向A上相对于倒角端部中的突出部分。 因此,倒角端部的突出部的多个线状阵列的全部可以用于通过要被攻丝的孔的内周面的塑性变形而形成内螺纹。
    • 8. 发明申请
    • PLASTIC DEFORMATION TAPPING TOOL WITH INSIDE DIAMETER FINISHING EDGES
    • 具有内径修整边缘的塑料变形起子工具
    • US20120301236A1
    • 2012-11-29
    • US13521887
    • 2010-01-13
    • Seiji OhhashiKatsuya MatsumotoYousuke Suzuki
    • Seiji OhhashiKatsuya MatsumotoYousuke Suzuki
    • B23B51/08
    • B23G7/02B23G5/20Y10T408/34
    • Flutes defining inside diameter finishing edges are formed in middle portions of relief parts arranged in three linear arrays which are located between a plurality of linear arrays of protruding parts in a chamfered end section, about an axis O, and the inside diameter finishing edges are formed along one of opposite open-end edges of each flute which is located on an upstream side of the flute as seen in a tap rotating direction A, and are offset by a predetermined angle θ in the tap rotating direction A with respect to the protruding parts in the chamfered end section. Accordingly, all of the plurality of linear arrays of protruding parts in the chamfered end section can be used to form the internal thread by plastic deformation of an inner circumferential surface of a hole to be tapped.
    • 限定内径精加工边缘的槽纹形成在排列成三个线性阵列的凸出部分的中间部分,该三个线性阵列位于倒角端部中的多个线状阵列之间,绕轴线O形成,并且形成内径精加工边缘 沿着沿分接头旋转方向A观察的位于所述凹槽的上游侧的每个凹槽的相对的开口端边缘中的一个,并且被偏移预定角度; 在分接头旋转方向A上相对于倒角端部中的突出部分。 因此,倒角端部的突出部的多个线状阵列的全部可以用于通过要被攻丝的孔的内周面的塑性变形而形成内螺纹。
    • 10. 发明申请
    • PLASMA WELDING TORCH, AND WELDING METHOD USING PLASMA WELDING TORCH
    • 等离子焊接机,以及使用等离子焊接焊机的焊接方法
    • US20110210102A1
    • 2011-09-01
    • US13026558
    • 2011-02-14
    • Katsuya MatsumotoJun KitagawaKeishi SetodaYusuke Muramatsu
    • Katsuya MatsumotoJun KitagawaKeishi SetodaYusuke Muramatsu
    • B23K10/02
    • B23K10/02H05H1/341H05H2001/3421
    • A plasma welding torch that can be reduced in size more than in conventional cases. When an inert gas G such as argon gas is supplied to an outer circumferential space around a non-consumable electrode 13, a portion of the inert gas G is used as plasma gas GP that forms a plasma arc PA between the non-consumable electrode 13 and a base material 2 via a plasma orifice 51. A plasma welding torch 1 moves, maintaining this state, in the direction of the arrow shown in FIG. 4. Meanwhile, a portion of the inert gas G supplied to a gas flowing part 21 is not used as the plasma gas GP but is used as shielding gas GS and is ejected onto the base material 2 ahead in the welding direction via a shielding orifice 52. The welding on the base material 2 is performed in a state where the plasma arc PA and the base material 2 are shielded from the air by this shielding gas.
    • 一种等离子焊枪,其尺寸可以比常规情况下减小。 当诸如氩气的惰性气体G被供应到非消耗性电极13周围的外周空间时,惰性气体G的一部分被用作在非消耗性电极13之间形成等离子弧PA的等离子体气体GP 和等离子体喷嘴51的基材2.等离子体焊炬1沿图1所示的箭头方向移动,保持该状态。 同时,供给到气体流通部21的惰性气体G的一部分不用作等离子体气体GP,而被用作保护气体GS,并且通过屏蔽孔向焊接方向前方喷射到基材2上 在等离子弧PA和基材2被该保护气体与空气隔离的状态下,对基材2进行焊接。