Published as part of the Special Topic Recent Advances in Amide Bond Formation

Abstract

Tris(hydrochloride) adducts of the title compounds­ are prepared from the inexpensive α-amino acids H₂N(C=O)CH₂CH(NH₂)CO₂H, HO(C=O)(CH₂) _n′CH(NH₂)CO₂H (n′ = 1, 2), and H₂N(CH₂)₄CH(NH₂)CO₂H, respectively (steps/overall yield = 5/32%, 7/30%, 7/33%, 5/38%). The NH₂ group that is remote from the secondary amine is installed via BH₃ reduction of an amide [–(C=O)NR₂] derived­ from an α-amino carboxylic acid. The MeNHCH₂ units are introduced by BH₃ reductions of alkyl carbamate [RO(C=O)NHCH₂–; R = Et, t-Bu] or amide [MeHN(C=O)–] moieties.

中文翻译：

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由α-氨基酸合成对映体纯的1,2-乙二胺与分子式为H2NCH2CH [（CH2）n NHMe] NH2（n = 1-4）的束缚仲胺：不对称催化的新剂

作为特别主题的一部分发表，酰胺键形成的最新进展

抽象

三（盐酸盐）的标题化合物的加合物是从廉价的制备α-氨基酸ħ ₂ N（C = O）CH ₂ CH（NH ₂）CO ₂ H，HO（C = O）（CH ₂）_{ñ “} CH （NH ₂）CO ₂ H（n '= 1，2）和H ₂ N（CH ₂）₄ CH（NH ₂）CO ₂ H（步数/总收率= 5/32％，7/30％ ，7/33％，5/38％）。通过BH ₃还原酰胺[–（C = O）NR ₂来安装远离仲胺的NH ₂基团 由α-氨基羧酸衍生的]。通过BH ₃还原氨基甲酸烷基酯[RO（C = O）NHCH ₂ –来引入MeNHCH ₂单元。R = Et，t -Bu]或酰胺[MeHN（C = O）–]部分。