(23S)-3-O-tert-butyldimethylsilyl-13,14-desepoxy-1-detigloyl-11,20-O,O-dibenzyl-22,23-dihydro-23-methoxy-7-oxoazadirachtin

Base Information

Chemical Name:(23S)-3-O-tert-butyldimethylsilyl-13,14-desepoxy-1-detigloyl-11,20-O,O-dibenzyl-22,23-dihydro-23-methoxy-7-oxoazadirachtin
CAS No.:1009630-04-9
Molecular Formula:C₄₉H₆₄O₁₄Si
Molecular Weight:905.124
Hs Code.:

Synonyms:(23S)-3-O-tert-butyldimethylsilyl-13,14-desepoxy-1-detigloyl-11,20-O,O-dibenzyl-22,23-dihydro-23-methoxy-7-oxoazadirachtin

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Chemical Property of (23S)-3-O-tert-butyldimethylsilyl-13,14-desepoxy-1-detigloyl-11,20-O,O-dibenzyl-22,23-dihydro-23-methoxy-7-oxoazadirachtin

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Technology Process of (23S)-3-O-tert-butyldimethylsilyl-13,14-desepoxy-1-detigloyl-11,20-O,O-dibenzyl-22,23-dihydro-23-methoxy-7-oxoazadirachtin

There total 8 articles about (23S)-3-O-tert-butyldimethylsilyl-13,14-desepoxy-1-detigloyl-11,20-O,O-dibenzyl-22,23-dihydro-23-methoxy-7-oxoazadirachtin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

: 1109213-29-7
C₅₁H₆₆O₁₅S₂Si

: 1009630-04-9
(23S)-3-O-tert-butyldimethylsilyl-13,14-desepoxy-1-detigloyl-11,20-O,O-dibenzyl-22,23-dihydro-23-methoxy-7-oxoazadirachtin

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 110 ℃; for 14h;
DOI:10.1002/chem.200801103

Reference yield: 91.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: C₄₃H₅₀O₁₄

: 1009630-04-9
(23S)-3-O-tert-butyldimethylsilyl-13,14-desepoxy-1-detigloyl-11,20-O,O-dibenzyl-22,23-dihydro-23-methoxy-7-oxoazadirachtin

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1002/anie.201507935

Reference yield:

: C₄₆H₅₈O₁₃Si

: 1009630-04-9
(23S)-3-O-tert-butyldimethylsilyl-13,14-desepoxy-1-detigloyl-11,20-O,O-dibenzyl-22,23-dihydro-23-methoxy-7-oxoazadirachtin

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

1.2: 3 h / 0 - 20 °C / Inert atmosphere

2.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 53 h / 30 °C / Inert atmosphere

3.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

3.2: 0.5 h / 20 °C / Inert atmosphere

3.3: 28 h / 20 °C / Inert atmosphere

4.1: pyridinium p-toluenesulfonate / water; acetonitrile / 0.5 h / 20 °C / Inert atmosphere

5.1: triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; Dess-Martin periodane; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1002/anie.201507935