Literature DB >> 15890321

Selective deprotection of terminal isopropylidene acetals and trityl ethers using HClO4 supported on silica gel.

Aditi Agarwal1, Yashwant D Vankar.   

Abstract

Terminal isopropylidene acetals are selectively cleaved to the corresponding 1,2-diols in good to excellent yields in 6-24 h at room temperature by using the 'HClO4.SiO2' reagent system. Likewise, trityl ethers are readily cleaved to the corresponding alcohols in good to excellent yields within 2-3 h at room temperature. Work-up involves merely filtration of the reagent followed by purification of the crude product.

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Year:  2005        PMID: 15890321     DOI: 10.1016/j.carres.2005.04.005

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  2 in total

1.  Activation of glycosyl trichloroacetimidates with perchloric acid on silica (HClO(4)-SiO(2)) provides enhanced alpha-selectivity.

Authors:  Olaf R Ludek; Wenlu Gu; Jeffrey C Gildersleeve
Journal:  Carbohydr Res       Date:  2010-07-21       Impact factor: 2.104

2.  Synthesis of chimera oligopeptide including furanoid β-sugar amino acid derivatives with free OHs: mild but successful removal of the 1,2-O-isopropylidene from the building block.

Authors:  Kim Hoang Yen Duong; Viktória Goldschmidt Gőz; István Pintér; András Perczel
Journal:  Amino Acids       Date:  2021-02-09       Impact factor: 3.520

  2 in total

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