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    Method for reductive elimination of protecting groups
    1.
    发明授权
    Method for reductive elimination of protecting groups 失效
    还原消除保护基团的方法

    公开(公告)号：US4564471A

    公开(公告)日：1986-01-14

    申请号：US188107

    申请日：1980-09-17

    申请人： Katsumi Sugiyama ,  Hideo Takeda ,  Hiroko Sato ,  Yuji Nonaka ,  Kiyotaka Oyama ,  Masashige Kubo

    发明人： Katsumi Sugiyama ,  Hideo Takeda ,  Hiroko Sato ,  Yuji Nonaka ,  Kiyotaka Oyama ,  Masashige Kubo

    IPC分类号： C07B31/00 ,  C07B51/00 ,  C07C67/00 ,  C07C227/00 ,  C07C227/16 ,  C07C227/18 ,  C07C227/20 ,  C07C231/00 ,  C07K1/06 ,  C07K1/12 ,  C07K5/075 ,  C07C101/02

    CPC分类号： C07K1/12 ,  C07K5/0613 ,  Y02P20/55

    摘要： The invention provides a novel and efficient method for the elimination of protecting groups, e.g. benzyloxycarbonyl group, from a protected amino acid, peptide or derivative thereof having at least one functional group protected by a protecting group, e.g. a lower alkyl ester of N-benzyloxycarbonyl-.alpha.-L-aspartyl-L-phenylalanine by catalytic hydrogen reduction to produce free amino acid, peptide or derivative thereof. In contrast to the conventional procedures in which the reaction is carried out in a solvent dissolving both the starting compound and the product compound or a solvent dissolving the starting compound but not dissolving the product compound, the inventive method utilizes a binary two-phase reaction medium composed of water and an organic solvent not freely miscible with water such as toluene. The reaction takes place in the organic phase containing the starting compound dissolved and the catalyst dispersed therein whereas the reaction product which is water-soluble is smoothly and successively transferred into the aqueous phase so that advantages are obtained in the unexpectedly high yield of the product as well as in the easiness of handling the reaction mixture after completion of the reaction.

    摘要翻译： 本发明提供了一种用于消除保护基团的新型和有效的方法，例如， 苄氧羰基，被保护的氨基酸，具有至少一个被保护基保护的官能团的肽或衍生物。 N-苄氧羰基-α-L-天冬氨酰基-L-苯丙氨酸的低级烷基酯通过催化氢还原反应产生游离氨基酸，肽或其衍生物。 与在溶解起始化合物和产物化合物的溶剂或溶解起始化合物但不溶解产物化合物的溶剂中进行反应的常规方法相反，本发明的方法利用二元二相反应介质 由水和不能与水如甲苯自由混溶的有机溶剂组成。 反应发生在含有溶解的起始化合物和分散在其中的催化剂的有机相中，而水溶性的反应产物顺利地依次转移到水相中，从而获得了产品出乎意料的高产率的优点， 以及在反应完成后容易处理反应混合物。

    Method for purifying .alpha.- L-aspartyl-L-phenylalanine lower alkyl ester
    4.
    发明授权
    Method for purifying .alpha.- L-aspartyl-L-phenylalanine lower alkyl ester 失效
    α-L-天冬氨酰-L-苯丙氨酸低级烷基酯的纯化方法

    公开(公告)号：US4309341A

    公开(公告)日：1982-01-05

    申请号：US138728

    申请日：1980-04-09

    申请人： Masashige Kubo ,  Yuji Nonaka ,  Keiichi Kihara

    发明人： Masashige Kubo ,  Yuji Nonaka ,  Keiichi Kihara

    IPC分类号： B01D15/00 ,  C07C67/00 ,  C07C231/00 ,  C07K5/072 ,  C07K5/075 ,  C07C103/52

    CPC分类号： C07K5/0613 ,  Y10S530/801

    摘要： A method for purifying an .alpha.-L-aspartyl-L- phenylalanine lower alkyl ester containing impurities. The .alpha.-L-aspartyl-L-phenylalanine lower alkyl ester is brought into contact with a Cl-type anion exchange resin in an aqueous medium to have the impurities adsorbed by the anion exchange resin. The impurities contained in the .alpha.-L-aspartyl-L-phenylalanine lower ester, particularly diketopiperazine and .alpha.-L-aspartyl-L-phenylalanine are selectively and easily removed. The desired matter thus can be easily recovered and disposal of waste liquid, etc. can also be carried out without difficulty.

    摘要翻译： 一种纯化含有杂质的α-L-天冬氨酰-L-苯丙氨酸低级烷基酯的方法。 使α-L-天冬氨酰基-L-苯丙氨酸低级烷基酯与水性介质中的Cl型阴离子交换树脂接触，使杂质被阴离子交换树脂吸附。 包含在α-L-天冬氨酰基-L-苯丙氨酸低级酯，特别是二酮哌嗪和α-L-天冬氨酰基-L-苯丙氨酸中的杂质是有选择且易于除去的。 因此可以容易地回收所需的物质，也可以毫无困难地进行废液等的处理。

    Process for producing brominated acenaphthylene condensates
    6.
    发明授权
    Process for producing brominated acenaphthylene condensates 失效
    生产溴化苊缩合物的方法

    公开(公告)号：US4898998A

    公开(公告)日：1990-02-06

    申请号：US615541

    申请日：1984-05-31

    申请人： Masashige Kubo ,  Hideo Sakka ,  Yukihiro Tsutsumi

    发明人： Masashige Kubo ,  Hideo Sakka ,  Yukihiro Tsutsumi

    IPC分类号： C07C17/25 ,  C07C25/22

    CPC分类号： C07C17/269 ,  C07C17/10 ,  C07C17/14 ,  C07C17/25 ,  C07C17/392 ,  C07C25/22 ,  C07C2103/20

    摘要： A process for producing brominated acenaphthylene condensates of the formula: ##STR1## wherein x is 1 or 2, y is an integer from 1 to 6 and n is 1 or more, from elementary units of the following formulas: ##STR2## wherein y is as defined above, comprising, (A) brominating the side chain of the acenaphthene with 0.2 to 2.0 times as many moles of bromine as acenaphthene, said bromination initiated by ultraviolet radiation or by a radical initiator in a halogenated hydrocarbon solvent, (B) adding a Lewis acid catalyst to the reaction solution of step (A) to promote the condensation of the brominated acenaphthene product of step (A), (C) adding to the reaction solution of step (B) an equimolar or more amount of bromine relative to the amount of acenaphthene starting material, to further brominate and condense the brominated acenaphthene and/or brominated acenaphthene condensates; and (D) dehydrobrominating the brominated acenaphthene condensates.

    摘要翻译： 其中x为1或2，y为1至6的整数，n为1或更大的下式的基本单元：＆lt; IMAGE＆gt;和/或 其中y如上所定义，包括：（A）用苊的0.2至2.0倍的溴的量使溴化苊的侧链，所述紫外线辐射引发的溴化或卤代烃中的自由基引发剂 溶剂，（B）向步骤（A）的反应溶液中加入路易斯酸催化剂以促进步骤（A）的溴化苊产物的缩合，（C）向步骤（B）的反应溶液中加入等摩尔或 更多量的溴相对于苊原料，进一步溴化和缩合溴化苊和/或溴化苊缩合物; 和（D）溴化苊缩合物脱氢溴化。

    Process for producing condensed bromoacenaphthylene
    7.
    发明授权
    Process for producing condensed bromoacenaphthylene 失效
    缩合溴代苊烯的制备方法

    公开(公告)号：US4731493A

    公开(公告)日：1988-03-15

    申请号：US819269

    申请日：1986-01-16

    申请人： Masashige Kubo ,  Mitsuaki Yoshimitsu ,  Yukihiro Tsutsumi

    发明人： Masashige Kubo ,  Mitsuaki Yoshimitsu ,  Yukihiro Tsutsumi

    IPC分类号： C07C17/12 ,  C07C17/38 ,  C07C25/22 ,  C07C17/26 ,  C07C17/02 ,  C07C17/34

    CPC分类号： C07C17/38 ,  C07C17/12

    摘要： Process for producing condensed bromoacenaphthylene comprising:(A) a step of brominating and condensating acenaphthene with bromine in a halogenated hydrocarbon solvent in the presence of a Lewis acid catalyst;(B) a step of removing the Lewis acid catalyst and then continuing the bromination with bromine with an added radical initiator; and(C) a step of carrying out dehydrobromination reaction.In a modified process, the bromination is effected in a halogenated hydrocarbon solvent at a temperature not lower than 60.degree. C. using bromine at least 3 times as much in moles as acenaphthene in the presence of an iron catalyst.Further, the condensed bromoacenaphthylene is purified by bringing it into contact with an adsorbent in an organic solvent.

    摘要翻译： 制备浓缩溴苊烯的方法，包括：（A）在路易斯酸催化剂存在下，在卤代烃溶剂中溴与溴反应缩合和缩合步骤; （B）除去路易斯酸催化剂，然后用加入的自由基引发剂用溴继续溴化的步骤; 和（C）进行脱氢溴化反应的步骤。 在改性方法中，溴化在卤代烃溶剂中在不低于60℃的温度下进行，使用在铁催化剂存在下至少为苊烯摩尔数的3倍。 此外，通过使其与有机溶剂中的吸附剂接触来纯化缩合的溴苊烯。