C-STANNYLMETHYLATED N-ACETYL- AND N-FORMYL-AMINOMALONIC ACID DERIVATIVES German

Dolling K.; Hartung H.; Weichmann H.Krug A.

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C-STANNYLMETHYLATED N-ACETYL- AND N-FORMYL-AMINOMALONIC ACID DERIVATIVES German

机译：C-锡烷基甲基化 N-乙酰基和 N-甲酰基氨基丙二酸衍生物德语

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Tin compounds of the type Me(3)SnCH(2)C(NHCOR) (COOEt)(2) (1: R = CH3; 2: R = H) are synthesized by reaction of acylaminomalonates with iodomethyl trimethylstannane. The halogenation of 1 and 2 yields the halostannylsubstituted compounds Me(3-n)X(n)SnCH(2)C(NHCOR)(COOEt)(2) 3-6 (R = Me, H; n = 1, 2; X= Cl, Br). The decarbethoxylation (KRAPCHO reaction) of 1 and 2 gives ethyl 3-(trimethylstannyl)-N-acyl alaninates (7 and 8). With one equivalent KOH 1 and 2 are transformed into the monoethyl malonates of the type Me(3)SnCH(2)C(NHCOR)(COOH)(COOEt) (9: R = CH3), which convert simultaneously under decarboxylation into 7 and 8 and by cyclisation under elimination of methane into the 1,2-oxastannolane derivatives 10 and 11. IR, NMR data and the determination of the crystal structure reveal for MeBr(2)SnCH(2)C(NHCOCH3)(COOEt)(2) (5) hexacoordinated tin by intramolecular coordination of the amide-CO and one of the ester-CO groups. References: 30

机译：Me（3）SnCH（2）C（NHCOR）（COOEt）（2）（1：R = CH3;2：R = H）型锡化合物由酰氨基丙二酸酯与碘甲基三甲基锡烷反应合成。1 和 2 的卤化反应得到卤锡基取代化合物 Me（3-n）X（n）SnCH（2）C（NHCOR）（COOEt）（2） 3-6 （R = Me， H; n = 1， 2;X= Cl， Br）。1 和 2 的脱羧乙氧基化（KRAPCHO 反应）得到 3-（三甲基锡烷基）-N-酰基丙氨酸乙酯（7 和 8）。具有一个等效的 KOH 1 和 2 转化为 Me（3）SnCH（2）C（NHCOR）（COOH）（COOEt）（9： R = CH3）类型的单乙基丙二酸酯，它们在脱羧反应下同时转化为 7 和 8，并在甲烷消除下通过环化转化为 1,2-氧杂烷衍生物 10 和 11。红外、核磁共振数据和晶体结构的测定揭示了 MeBr（2）SnCH（2）C（NHCOCH3）（COOEt）（2）（5）六配位锡通过酰胺-CO 和酯-CO 基团之一的分子内配位。[参考文献： 30]

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来源
《Zeitschrift fur Anorganische und Allgemeine Chemie》 |1995年第1期|63-71|共9页
作者
Dolling K.; Hartung H.; Weichmann H.Krug A.;
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作者单位

UNIV HALLE WITTENBERG FACHBEREICH CHEM D-06099 HALLE GERMANY;

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正文语种德语
中图分类化学;
关键词
Diethyl triorganostannylmethyl n-acyl aminomalonates; Ethyl 3-(trimethylstannyl)-n-acyl alaninates; 1; 2-oxa-stannolane; Organotin compounds; Crystal-structure;

机译：三有机锵基甲基正酰氨基丙二酸二乙酯;3-（三甲基锡烷基）-正酰基丙氨酸乙酯;1;2-氧杂亚锡烷;有机锡化合物;晶体结构;

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C-STANNYLMETHYLATED N-ACETYL- AND N-FORMYL-AMINOMALONIC ACID DERIVATIVES German

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