与柔红糖胺（3-氨基-2,3,6-三脱氧-L-来苏糖己糖）相关的3-氨基-2,3-二脱氧-L-己糖衍生物的合成。

Synthesis of derivatives of 3-amino-2,3-dideoxy-L-hexoses related to daunosamine (3-amino-2,3,6-trideoxy-L-lyxo-hexose).

作者信息

Bargiotti A, Casenelli G, Franchi G, Gioia B, Lazzari E, Redaelli S, Vigevani A, Arcamone F

出版信息

Carbohydr Res. 1977 Oct;58(2):353-61. doi: 10.1016/s0008-6215(00)84362-1.

Abstract

The synthesis is described of 3-amino-2,3-dideoxy-L-arabino-hexose (10), methyl 2,3-dideoxy-alpha-L-lyxo-hexopyranoside(17), methyl 3-amino-2,3-dideoxy-alpha-L-ribo-hexopyranoside (21), methyl 2,3-dideoxy-3-trifluoroacetamido-alpha-L-xylo-hexopyranoside (26), and certain derivatives from methyl 4,6-O-benzylidene-2-deoxy-alpha-L-arabino-hexopyranoside (3). Conversion of 2-deoxy-L-arabino-hexose into 3 by modified, standard procedures, and on a large scale, gave a 75% yield.

摘要

描述了3-氨基-2,3-二脱氧-L-阿拉伯己糖（10）、2,3-二脱氧-α-L-来苏己吡喃糖苷甲基酯（17）、3-氨基-2,3-二脱氧-α-L-核糖己吡喃糖苷甲基酯（21）、2,3-二脱氧-3-三氟乙酰氨基-α-L-木糖己吡喃糖苷甲基酯（26）以及4,6-O-亚苄基-2-脱氧-α-L-阿拉伯己吡喃糖苷甲基酯（3）的某些衍生物的合成。通过改进的标准方法并大规模地将2-脱氧-L-阿拉伯己糖转化为3，产率为75%。