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1. 发明公开

EP0234688A1 Thiophene-3-carboxaldehyde derivatives, their preparation and their use in preparing 3-thienyl acetonitrile 失效
标题翻译：噻吩-3-甲醛衍生物，它们的制备方法和它们用于3-噻吩基 - 乙腈的制造中的用途。
公开(公告)号：EP0234688A1
公开(公告)日：1987-09-02
申请号：EP87300188.7
申请日：1987-01-09
申请人： BEECHAM GROUP PLC , Wendstone Chemicals P.L.C.
发明人： Ramage, Robert , Johnstone, Alexander
IPC分类号： C07D333/22 , C07D333/24 , C07D333/32
CPC分类号： C07D333/22 , C07D333/24 , C07D333/32
摘要： The novel compound 2,5-dihydrothiophene-3-carboxaldehyde (which exists in equilibrium with the further novel compound 4-hydroxy-tetrahydrothiophene-3-carboxaldehyde) may be prepared by the reaction of mer- captoacetaldehyde with acrolein. It may be used for the manufacture of 3-thienylacetonitrile, by reaction with a cyanide followed by elimination of an appropriate hydroxy compound.
摘要翻译：新化合物2,5- dihydrothiophenes -3-甲醛（在与另外的新化合物4-羟基-3-甲醛tetrahydrothiophenes-平衡哪个存在）可通过mercaptoacetaldehyde与丙烯醛的反应来制备。它可用于3-thienylacetonitrile的制造中，通过与随后消除适当的羟基化合物的氰化物反应。

2. 发明授权

EP0293073B1 Chroman-6-sulphonyl derivatives 失效
标题翻译：苯并二氢吡喃-6-磺酰基衍生物
公开(公告)号：EP0293073B1
公开(公告)日：1991-09-18
申请号：EP88303197.3
申请日：1988-04-11
申请人： Wendstone Chemicals P.L.C.
发明人： Ramage, Robert
IPC分类号： C07D311/70 , C07B51/00 , C07C229/00 , C07C227/00
CPC分类号： C07D311/70 , Y02P20/55

3. 发明公开

EP0293073A1 Chroman-6-sulphonyl derivatives 失效
标题翻译：苯并二氢吡喃-6-磺酰基 - 衍生物。
公开(公告)号：EP0293073A1
公开(公告)日：1988-11-30
申请号：EP88303197.3
申请日：1988-04-11
申请人： Wendstone Chemicals P.L.C.
发明人： Ramage, Robert
IPC分类号： C07D311/70 , C07B51/00 , C07C229/00 , C07C227/00
CPC分类号： C07D311/70 , Y02P20/55
摘要： A class of novel chemical compounds comprising derivatives of 2,2,5,7,8-pentamethylchroman-6-sulphonyl and having the structural formula
wherein X is selected from halogen and other groups having acidic functionality. We prefer that the X-group be chlorine.
The said compounds are made by the sulphonation of 2,2,5,7,8-pentamethylchroman, preferably using chlorosulphonic acid.
The primary utility of the compounds of the present invention is in the protection of functional groups in organic synthesis and more particularly in the protection of basic functional amino groups, such as amidines and guanidines.
The invention also provides a method of making the protecting group and a protected amino acid.
摘要翻译：一类包含2,2,5,7,8-五甲基苯并二氢吡喃-6-磺酰基的衍生物并具有结构式的新化合物，其中X选自卤素和具有酸性官能团的其它基团。我们更喜欢X-group是氯。所述化合物是通过磺化2,2,5,7,8-五甲基苯并二氢吡喃，优选使用氯磺酸制备的。本发明化合物的主要用途是保护有机合成中的官能团，特别是保护碱性官能氨基，如脒和胍。本发明还提供了制备保护基和被保护的氨基酸的方法。

4. 发明公开

EP0239354A3 2,2-Dinitrophenylethane derivatives and their application as protecting compounds 失效
标题翻译： 2,2-二苯乙烯衍生物及其作为保护化合物的应用
公开(公告)号：EP0239354A3
公开(公告)日：1989-08-09
申请号：EP87302503.5
申请日：1987-03-24
申请人： Wendstone Chemicals P.L.C.
发明人： Ramage, Robert
IPC分类号： C07C79/22 , C07C125/065 , C07B51/00
CPC分类号： C07C205/19 , C07C205/11 , C07C205/42 , C07F9/46 , C07K5/0812
摘要： A novel class of protecting compounds, particularly for amino acids, is based on 2,2 di nitrophenyl ethan- groups, particularly the groups wherein the nitro is in the para position. The ethyl group may be substituted, e.g. by an alkyl group, in the 1- position. Preferred compounds include the alcohol or halide which are suitable for protecting acid functional groups, and esters, including activated and substituted esters, particularly the succinimidyl ester, for protecting amine groups. The invention includes methods of manufacture and use, together with protected amino acids.

5. 发明公开

EP0239354A2 2,2-Dinitrophenylethane derivatives and their application as protecting compounds 失效
标题翻译： Abkömmlingevon 2,2-Dinitrophenylethan und deren Anwendung als Schutzverbindungen。
公开(公告)号：EP0239354A2
公开(公告)日：1987-09-30
申请号：EP87302503.5
申请日：1987-03-24
申请人： Wendstone Chemicals P.L.C.
发明人： Ramage, Robert
IPC分类号： C07C79/22 , C07C125/065 , C07B51/00
CPC分类号： C07C205/19 , C07C205/11 , C07C205/42 , C07F9/46 , C07K5/0812
摘要： A novel class of protecting compounds, particularly for amino acids, is based on 2,2 di nitrophenyl ethan- groups, particularly the groups wherein the nitro is in the para position. The ethyl group may be substituted, e.g. by an alkyl group, in the 1- position. Preferred compounds include the alcohol or halide which are suitable for protecting acid functional groups, and esters, including activated and substituted esters, particularly the succinimidyl ester, for protecting amine groups. The invention includes methods of manufacture and use, together with protected amino acids.
摘要翻译：一类新颖的保护化合物，特别是氨基酸的保护性化合物是基于2,2二硝基苯基乙基，特别是其中硝基在对位的基团。乙基可以被取代，例如通过烷基，在1-位置。优选的化合物包括适用于保护酸官能团的醇或卤化物，和酯，包括活化和取代的酯，特别是琥珀酰亚胺酯，用于保护胺基。本发明包括制造和使用的方法以及被保护的氨基酸。

6. 发明授权

EP0000633B1 Process for the preparation of alpha-substituted-thien-3-ylacetic acid and derivatives thereof 失效
标题翻译：制备ALPHA替代的3-乙酸及其衍生物的方法
公开(公告)号：EP0000633B1
公开(公告)日：1981-11-04
申请号：EP78300140.7
申请日：1978-07-12
申请人： BEECHAM GROUP PLC
发明人： Guest, Angela Wendy , Taylor, Andrew William , Ramage, Robert
IPC分类号： C07D333/24
CPC分类号： C07C255/00 , C07C45/00 , C07C57/52 , C07D333/24 , C07C49/227

7. 发明授权

EP0023726B1 2,5-disubstituted-3 substituted methyl-penta-2,4-dienoic acid and derivatives and process for their preparation 失效
标题翻译： 2,5-取代的-3取代的甲基 - 戊-2-醇二酸及其衍生物及其制备方法
公开(公告)号：EP0023726B1
公开(公告)日：1982-05-19
申请号：EP80105285.3
申请日：1978-07-12
申请人： BEECHAM GROUP PLC
发明人： Ramage, Robert , Guest, Angela Wendy , Taylor, Andrew William
IPC分类号： C07C69/65 , C07C67/343 , C07C57/13 , C07C51/353 , C07C121/413 , C07C120/00
CPC分类号： C07C255/00 , C07C45/00 , C07C57/52 , C07D333/24 , C07C49/227

8. 发明公开

EP0000633A3 2,5 -disubstituted-3-substituted methyl-penta-2,4-dienoic acid and derivatives, process for their preparation and their use in the preparation of alpha-substituted-thien-3-yl acetic acid and derivatives 失效
标题翻译： 2,5 - 取代的3-取代的甲基 - 2,4-二戊酸和衍生物，其制备方法及其在制备α-取代的三乙酸乙酸和衍生物中的用途
公开(公告)号：EP0000633A3
公开(公告)日：1979-06-13
申请号：EP78300140
申请日：1978-07-12
申请人： BEECHAM GROUP PLC
发明人： Guest, Angela Wendy , Taylor, Andrew William , Ramage, Robert
IPC分类号： C07D333/24 , C07C57/02 , C07C69/52 , C07C49/22
CPC分类号： C07C255/00 , C07C45/00 , C07C57/52 , C07D333/24 , C07C49/227
摘要： A process for the preparation of 3-substituted thiophenes which involves cyclisation of a novel intermediate, avoids the use of previously employed expensive starting materials. The thiophenes are useful for the preparation of penicillins and cephalosporins. The process is for the preparation of a thiophene of formula (I):
where R 1 represents a carboxylic acid group, or an ester or amide thereof or a nitrile group; R 2 represents a group suitable for use as an α-substituent in the side-chain of a penicillin or cephalosporin; which comprises treating a compound of formula (II):
wherein X represents halogen or optionally functionalised hydroxyl, Y represents halogen, hydroxyl, or alkoxy; with a source of nucleophilic sulphur under basic conditions.
摘要翻译：一类可用于制备3-取代噻吩的中间体和一种制备所述中间体的方法。噻吩可用于制备青霉素和头孢菌素式（II）化合物：其中R 1表示羧酸基团或其酯或酰胺或腈基的式CHEM： R 2表示适合用作青霉素或头孢菌素的侧链中的α-取代基的基团; X表示卤素或任选官能化的羟基，Y表示卤素，羟基或烷氧基。

9. 发明公开

EP0000633A2 Process for the preparation of alpha-substituted-thien-3-ylacetic acid and derivatives thereof 失效
标题翻译： Verfahren zur Herstellung von alpha-substituteierter-Thien-3-yl-essigsäureund deren Derivaten。
公开(公告)号：EP0000633A2
公开(公告)日：1979-02-07
申请号：EP78300140.7
申请日：1978-07-12
申请人： BEECHAM GROUP PLC
发明人： Guest, Angela Wendy , Taylor, Andrew William , Ramage, Robert
IPC分类号： C07D333/24
CPC分类号： C07C255/00 , C07C45/00 , C07C57/52 , C07D333/24 , C07C49/227
摘要： A process for the preparation of 3-substituted thiophenes which involves cyclisation of a novel intermediate, avoids the use of previously employed expensive starting materials. The thiophenes are useful for the preparation of penicillins and cephalosporins.
The process is for the preparation of a thiophene of formula (I):
where R 1 represents a carboxylic acid group, or an ester or amide thereof or a nitrile group; R 2 represents a group suitable for use as an α-substituent in the side-chain of a penicillin or cephalosporin; which comprises treating a compound of formula (II):
wherein X represents halogen or optionally functionalised hydroxyl, Y represents halogen, hydroxyl, or alkoxy; with a source of nucleophilic sulphur under basic conditions.
摘要翻译：一类可用于制备3-取代噻吩的中间体和一种制备所述中间体的方法。噻吩可用于制备青霉素和头孢菌素式（II）化合物：其中R 1表示羧酸基团或其酯或酰胺或腈基的式CHEM： R 2表示适合用作青霉素或头孢菌素的侧链中的α-取代基的基团; X表示卤素或任选官能化的羟基，Y表示卤素，羟基或烷氧基。

10. 发明公开

EP0023726A1 2,5-disubstituted-3 substituted methyl-penta-2,4-dienoic acid and derivatives and process for their preparation 失效
标题翻译： 2,5-Disubstituierte-3-substitutionierte Methylpenta-2,4-diensäureund Derivate und Verfahren zu ihrer Herstellung。
公开(公告)号：EP0023726A1
公开(公告)日：1981-02-11
申请号：EP80105285.3
申请日：1978-07-12
申请人： BEECHAM GROUP PLC
发明人： Ramage, Robert , Guest, Angela Wendy , Taylor, Andrew William
IPC分类号： C07C69/65 , C07C67/343 , C07C57/13 , C07C51/353 , C07C121/413 , C07C120/00
CPC分类号： C07C255/00 , C07C45/00 , C07C57/52 , C07D333/24 , C07C49/227
摘要： A class of intermediates useful in the preparation of 3-substituted thiophenes and a process for preparing said intermediates. The thiophenes are useful for the preparation of penicillins and cephalosporins
A compound of formula (II):
where R 1 represents a carboxylic acid group, or an ester or amide thereof or a nitrile group; R 2 represents a group suitable for use as an a-substituent in the side-chain of a penicillin or cephalosporin; X represents halogen or optionally functionalised hydroxyl and Y represents halogen, hydroxyl, or alkoxy.
摘要翻译：一类可用于制备3-取代噻吩的中间体和一种制备所述中间体的方法。噻吩可用于制备青霉素和头孢菌素式（II）化合物：其中R 1表示羧酸基团或其酯或酰胺或腈基的式CHEM： R 2表示适合用作青霉素或头孢菌素的侧链中的α-取代基的基团; X表示卤素或任选官能化的羟基，Y表示卤素，羟基或烷氧基。

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