Solid Phase Synthesis of 4″‐ epi ‐Methylamino‐4″‐deoxyavermectin B 1  Benzoate | Zendy

MingKun Fu | Zendy; Xian Wu | Zendy; Jun Ning | Zendy; JianZhong Li | Zendy

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Solid Phase Synthesis of 4″‐ epi ‐Methylamino‐4″‐deoxyavermectin B 1 Benzoate

Author(s) -

MingKun Fu,

Xian Wu,

Jun Ning,

JianZhong Li

Publication year - 2005

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.200590901

Subject(s) - chemistry , hydroxymethyl , solid phase synthesis , amination , silylation , cleavage (geology) , polystyrene , reductive amination , benzoyl chloride , organic chemistry , stereochemistry , catalysis , biochemistry , peptide , fracture (geology) , engineering , polymer , geotechnical engineering

To implement the solid phase synthesis of 4″‐ epi ‐methylamino‐4″‐deoxyavermectin B 1 benzoate, tert ‐butyl‐ dimethylsilylchloride was chosen for the first solution synthesis. Then a novel silyl chloride resin 1 , achieved from hydroxymethyl polystyrene resin and dimethyldichlorosilane, was used successfully for the attachment of avermectin B 1 2 . Through oxidation, amination formation, cleavage, and benzoate formation, resin bounded avermectin B 1 9 gave 4″‐ epi ‐methylamino‐4″‐deoxyavermectin B 1 benzoate 6 .

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