CAS: 21568-87-6; (S)-3-Amino-2-Azepanone

该化合物是一个循环氨酸衍生物,其特点是七人环状结构,包括一个矿和碳基功能组;该化合物是一种手性分子,其(S)配置表明其原子的具体空间安排;它通常具有与氨酸有关的特点,例如由于存在一个氨基组(-NH2)和一个碳基组(C=O),能够参与氢联结;丙酮环有助于其稳定性和再活性,使其在各种化学合成和生物应用中引起兴趣;极地溶剂中的溶性很常见,并可能表现出因氨基组而具有的基本特性;此外,(S)-3-Amino-2-azepanone可以作为合成更复杂的分子的建筑块,特别是在医药化学和药物开发领域,因为其立体化学能影响生物活动.

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相似化合物

26081-07-2 671-42-1 76944-95-1

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合成工艺路线路线简述

    📜L-赖氨酸置于硼酸三(2,2,2-三氟乙基)酯体系中,用 乙腈 用作溶剂,80.0 °C,101.33 Kpa 条件下,以44%的收率获得(S)-3-氨基-2-己内酰胺
    参考文献:使用b(och2Cf3)3直接酰胺化未保护的氨基酸
    标题:使用b(och2Cf3)3直接酰胺化未保护的氨基酸
    摘要:可商购的硼酸酯b(och 2 Cf 3)3可用于在环戊基甲基醚中实现小α-氨基酸与一系列胺的无保护基的直接酰胺化.该方法可以...
    Doi:10.1039/c6Cc05147B

    海关参考信息

    专利信息


    专利号:US-8367819-B2
    优先权日:2004-06-10
    标 题:Synthesis of caprolactam from lysine
    发明人:FROST JOHN W
    权利人:UNIV MICHIGAN STATE; FROST JOHN W
    摘要:In various embodiments, the present invention can involve a method of synthesizing α-amino-ε-caprolactam. The method can comprise heating a salt of L-lysine in a solvent comprising an alcohol. In other embodiments, the present invention can involve methods for synthesizing ε-caprolactam. The methods can comprise heating a salt of L-lysine in a solvent comprising an alcohol and deaminating the reaction product. In various embodiments, the invention can include methods of converting biomass into nylon 6. The methods can comprise heating L-lysine in a solvent comprising an alcohol to produce α-amino-εcaprolactam, deaminating to produce ε-caprolactam and polymerizing into nylon 6, wherein the L-lysine is derived from the biomass. In other embodiments, the present invention can include methods of making nylon 6. The methods can comprise synthesizing ε-caprolactam and then polymerizing, wherein the ε-caprolactam is derived from L-lysine.

    专利号:US-7390801-B2
    优先权日:1996-12-23
    标题:Cycloalkyl, lactam, lactone and related compounds, pharmaceutical compositions comprising same, and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds
    发明人:THORSETT EUGENE D; PLEISS MICHAEL A; LATIMER LEE H; JOHN VARGHESE; FREEDMAN STEPHEN; BRITTON THOMAS C; AUDIA JAMES A; REEL JON K; DRESSMAN BRUCE A; DROSTE JAMES J; HENRY STEVEN S; STUCKY RUSSELL D; PORTER WARREN J
    权利人:ATHENA NEUROSCIENCES INC; LILLY CO ELI
    摘要:Disclosed are compounds which inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

    专利号:US-4044001-A
    优先权日:1976-09-02
    标 题:Process for preparing α-chloro-ε-caprolactam
    发明人:LARGMAN THEODORE; SIFNIADES STYLIANOS
    权利人:ALLIED CHEM
    摘要:A process is described for preparing α-chloro-ε-caprolactam, an intermediate for the synthesis of L-lysine, comprising reacting an N-substituted -α-chloro-ε-caprolactam, wherein the N-substituent is an organic radical selected from the group consisting of arylsulfonyl, aroyl and alkanoyl radicals, with ε-caprolactam at a temperature within the range of about 50° to about 250° C to form α-chloro-ε-caprolactam and an N-substituted-ε-caprolactam. A continuous process is also described for the production of α-chloro-ε-caprolactam further comprising the chlorination of N-substituted-ε-caprolactam to produce N-substituted-α-chloro-ε-caprolactam.

    专利号:US-2007149777-A1
    优先权日:2004-06-10
    标 题 :Synthesis of caprolactam from lysine

    专利号:US-7645754-B2
    优先权日:2001-12-20
    标题 :Pyrrolopyrimidine A2B selective antagonist compounds, their synthesis and use
    发明人:CASTELHANO ARLINDO; MCKIBBEN BRYAN; STEINIG ARNO
    权利人:OSI PHARM INC
    摘要:The subject invention provides compounds having the structure: n n n n n n n n n n n n wherein,n R 1 is a substituted or unsubstituted alkyl, wherein the substituent is hydroxyl, dihydroxy, carboxyl, —C(â•?O)NR a R b , —NR a R b , —NR a C(â•?O)NR a R b , —NR a C(â•?O)OR a , —OC(â•?O)NR a R b , or —NHC(â•?O) R a ; R 2 is hydrogen or a substituted or unsubstituted alkyl, wherein the substituent is hydroxyl, dihydroxy, carboxyl, —C(â•?O)NR a R b , —NR a R b , —NR a C(â•?O)NR a R b , —NR a C(â•?O)OR a , —OC(â•?O)NR a R b , or —NHC(â•?O)R a , or R 1 , R 2 and N together form a substituted piperazine, substituted azetidine ring, or a pyrrolidine ring substituted with —(CH 2 ) 2 OH or —CH 2 C(â•?O)OH; R 3 is a substituted or unsubstituted phenyl or a 5-6 membered heteroaryl ring, wherein the substituent is halogen, hydroxyl, cyano, (C 1 -C 15 )alkyl, (C 1 -C 15 )alkoxy, or —NR a R b ; R 4 is hydrogen or substituted or unsubstituted (C 1 -C 15 )alkyl; R 5 is —(CH 2 ) m OR 6 , —CHNOR 7 , —C(â•?O)NR 8 R 9 , —(CH 2 ) m C(â•?O)OR 10 , —(CH 2 ) k C(â•?O)NR 11 R 12 ;n wherein R 6 is a substituted or unsubstituted (C 1 -C 30 )alkyl, (C 3 -C 10 )cycloalkyl, or an aryl, heteroaryl or 4-8 membered heterocyclic ring; R 7 is hydrogen, or a substituted or unsubstituted (C 1 -C 30 )alkyl, (C 1 -C 30 )alkylaryl; R 8 and R 9 are each independently hydrogen, or a substituted or unsubstituted (C 1 -C 30 )alkyl, (C 1 -C 30 )alkylaryl, (C 1 -C 30 )alkylamino, (C 1 -C 30 )alkoxy, or a saturated or unsaturated, monocyclic or bicyclic, carbocyclic or heterocyclic ring, or R 8 , N, and R 9 together form a substituted or unsubstituted 4-8 membered heterocyclic ring; R 10 is hydrogen or a substituted or unsubstituted (C 1 -C 30 )alkyl, (C 3 -C 10 )cycloalkyl, or an aryl, heteroaryl or heterocyclic ring; R 11 , N and R 12 together form a 4-8 membered heterocyclic ring; R a and R b are each independently hydrogen or alkyl; m is 0, 1, 2 or 3; and k is 1, 2 or 3,n nor a specific enantiomer thereof, or a specific tautomer thereof, or a pharmaceutically acceptable salt thereof, and a method for treating a disease associated with the A 2b adenosine receptor in a sbject in need of such treatment comprising administering to the subject a therapeutically effective amount of the compounds of the invention.

    专利号:US-2009005532-A1
    优先权日:2004-06-10
    标 题 :Synthesis of caprolactam from lysine

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    合成参考文献


    摘要:Faber, K.; Glueck, S. M., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 445.
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