MONO-PROTECTED DIAMINES - N-TERT-BUTOXYCARBONYL-ALPHA,OMEGA-ALKANEDIAMINES FROM ALPHA,OMEGA-ALKANEDIAMINES

MONO-PROTECTED DIAMINES - N-TERT-BUTOXYCARBONYL-ALPHA,OMEGA-ALKANEDIAMINES FROM ALPHA,OMEGA-ALKANEDIAMINES
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DOI:
10.1080/00397919008053205
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发表时间:
1990-01-01
影响因子:
2.1
通讯作者:
KUELL, CS
KUELL, CS
中科院分区:
化学4区
文献类型:
--
作者:
KRAPCHO, AP;KUELL, CS

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我们希望报告一种获得 N-叔丁氧基羰基-α,ω-链烷二胺2a-e [H2N(CH2)xNHBOC; χ = 2、3、4、5和6; (75–90% 产率)]通过用二碳酸二叔丁酯在二恶烷作为溶剂中处理相应的α,ω-链烷二胺。仅形成少量双取代的 N.N'-叔丁氧基羰基-α,ω-链烷二胺 3a-e (2–9%),很容易通过水性后处理去除。 α,ω-烷烃-氮杂-二胺 4 也通过相同的方法进行单保护(5 的产率 62%)。
We wish to report a convenient pathway to N-tert-butoxycarbonyl-α,ω-alkanediamines2a-e [H2N(CH2)χNHBOC; χ=2, 3, 4, 5 and 6; (75–90% yields)] by treatment of the corresponding α,ω-alkanediamine with di-tert-butyl dicarbonate in dioxane as the solvent. Only small amounts of the bis-substituted N.N′-tert-butoxycarbonyl-α,ω-alkanediamines3a-e were formed (2–9%) which were easily removed by an aqueous workup. The α,ω-alkane-aza-diamine4was also mono-protected (62% yield of5) by the same methodology.