Convenient and efficient synthesis of Boc-/Z-/Fmoc-β-amino acids employing N-protected α-amino acid fluorides

被引：17

作者：

Ananda, K ^{[1
]}

Gopi, HN ^{[1
]}

Babu, VVS ^{[1
]}

机构：

[1] Bangalore Univ, Cent Coll, Dept Studies Chem, Bangalore 560001, Karnataka, India

来源：

JOURNAL OF PEPTIDE RESEARCH | 2000年 / 55卷 / 04期

关键词：

acid fluoride method; alpha-amino acid; alpha-aminodiazoketone; protected-beta-amino acid; homologation; Wolff rearrangement;

D O I：

10.1034/j.1399-3011.2000.00683.x

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

A new and efficient method for the synthesis of N-alpha-Fmoc-/Boc-/Z-beta-amino acids using the two-step Arndt-Eistert approach is described. Fmoc-/Boc-/Z-alpha-Amino acid fluorides were used for the acylation of diazomethane synthesizing Fmoc-/Boc-/Z-alpha-aminodiazoketones as crystalline solids with good yield and purity. They were then converted to the corresponding beta-amino acids using PhCOOAg/dioxane/H2O.

引用

页码：289 / 294

页数：6

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