Simple methodology for the preparation of amino alcohols from amino acid esters using nabh4-methanol in THF

Goncalves R.S.B.; Pinheiro A.C.; Da Silva E.T.; Da Costa J.C.S.; Kaiser C.R.; De Souza M.V.N.

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Simple methodology for the preparation of amino alcohols from amino acid esters using nabh4-methanol in THF

机译：在THF中使用Nabh4-甲醇从氨基酸酯制备氨基醇的简单方法

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Amino alcohols constitute a very useful and versatile class of organic compounds, with important applications in synthetic and medicinal chemistry. However, in most of the procedures described in the literature for the obtainment of these compounds, considerable limitations can be found, such as drastic conditions, long time reactions, poor yields, and purification problems. The present article describes a methodology that gives amino alcohols and N-protected amino alcohols based on the reduction of amino acid esters under mild conditions, employing NaBH4 in the presence of methanol. The reactions occurred in a short time (15-20min) and provide yields of 50-95%.

机译：氨基醇构成一类非常有用且用途广泛的有机化合物，在合成和药物化学中具有重要的应用。然而，在文献中描述的用于获得这些化合物的大多数方法中，发现了相当大的局限性，例如苛刻的条件，长时间的反应，收率差和纯化问题。本文介绍了一种方法，该方法可在温和条件下，在甲醇存在下使用NaBH4，根据氨基酸酯的还原生成氨基醇和N-保护的氨基醇。反应在短时间内（15-20分钟）发生，产率为50-95％。

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来源
《Synthetic Communications》 |2011年第9期|共6页
作者
Goncalves R.S.B.; Pinheiro A.C.; Da Silva E.T.; Da Costa J.C.S.; Kaiser C.R.; De Souza M.V.N.;
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原文格式 PDF
正文语种 eng
中图分类有机化学;
关键词
Amino alcohol; reduction; sodium borohydride;

机译：氨基醇;还原;硼氢化钠;

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专利

1. Simple methodology for the preparation of amino alcohols from amino acid esters using nabh4-methanol in THF [J] . Goncalves R.S.B., Pinheiro A.C., Da Silva E.T., Synthetic Communications . 2011,第7a9期

机译：在THF中使用Nabh4-甲醇从氨基酸酯制备氨基醇的简单方法
2. AZETIDIN-3-ONES FROM (S)-ALPHA-AMINO ACIDS AND THEIR REACTIONS WITH NUCLEOPHILES - PREPARATION OF SOME AZETIDINE-CONTAINING AMINO-ALCOHOL AND AMINO-ACID DERIVATIVES [J] . Podlech J., Seebach D. Helvetica chimica acta . 1995,第5期

机译：（S）-α-酰胺酸中的氮杂环丁烷-3-酮及其与核素的反应-某些含氮杂环丁烷的氨基醇和氨基酸衍生物的制备
3. "One-pot" preparation of N-(carbonylamino)amino acids and half-acid/half-ester urea dipeptides directly from alpha-amino acids [J] . Weiberth FJ. Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 1999,第15期

机译：直接从α-氨基酸“一锅”制备N-（羰基氨基）氨基酸和半酸/半酯尿素二肽
4. Catalytic Asymmetric Synthesis of α-Amino Acid Derivatives: Approaches toward Green Sustainable Methodology for Preparation of Optically Active Amino Acids [C] . Yasuhiro Yamashita, Shu Kobayashi Asymmetric synthesis and application of α-amino acids . 2007

机译：催化不对称合成α-氨基酸衍生物：绿色可持续方法制备光学活性氨基酸的方法
5. Development of new methodology for preparation of unusual amino acids as potential serine enzyme inhibitors. [D] . Yamauchi, Noriko. 2004

机译：开发新的方法来制备不寻常的氨基酸作为潜在的丝氨酸酶抑制剂。
6. High-effective approach from amino acid esters to chiral amino alcohols over Cu/ZnO/Al2O3 catalyst and its catalytic reaction mechanism [O] . Shuangshuang Zhang, Jun Yu, Huiying Li, -1

机译：Cu / ZnO / Al2O3催化剂上从氨基酸酯到手性氨基醇的高效方法及其催化反应机理
7. Effects of amino acid preparations on the amino acid composition of the liver of rats under subchronic alcohol intoxication [O] . Yu. E. Razvodovsky, V. Yu. Smirnov, I. N. Semenenya 2020

机译：氨基酸制剂对次级醇中毒大鼠肝氨基酸组成的影响
8. Synthesis of Some N-Carboxy Methyl Amino Acid Esters and an Attempt to Prepare Di-(N-Carboxy Methyl Amino Acids Esters)-Sulphones for Possible Antimicrobial Activity [R] . Pasha, T. 1989

机译：一些N-羧甲基氨基酸酯的合成和尝试制备二 - （N-羧甲基氨基酸酯） - 可能的抗菌活性的手机

Simple methodology for the preparation of amino alcohols from amino acid esters using nabh4-methanol in THF

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