(3R,4R,E)-2-(((2R,3R)-3-(4-((tert-butyldimethylsilyl)oxy)butyl)oxiran-2-yl)methylene)-4-((4-methoxybenzyl)oxy)-3-(oct-2-yn-1-yl)cyclopentanone

Base Information

Chemical Name:(3R,4R,E)-2-(((2R,3R)-3-(4-((tert-butyldimethylsilyl)oxy)butyl)oxiran-2-yl)methylene)-4-((4-methoxybenzyl)oxy)-3-(oct-2-yn-1-yl)cyclopentanone
CAS No.:1605291-97-1
Molecular Formula:C₃₄H₅₂O₅Si
Molecular Weight:568.869
Hs Code.:

Synonyms:(3R,4R,E)-2-(((2R,3R)-3-(4-((tert-butyldimethylsilyl)oxy)butyl)oxiran-2-yl)methylene)-4-((4-methoxybenzyl)oxy)-3-(oct-2-yn-1-yl)cyclopentanone

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Chemical Property of (3R,4R,E)-2-(((2R,3R)-3-(4-((tert-butyldimethylsilyl)oxy)butyl)oxiran-2-yl)methylene)-4-((4-methoxybenzyl)oxy)-3-(oct-2-yn-1-yl)cyclopentanone

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Technology Process of (3R,4R,E)-2-(((2R,3R)-3-(4-((tert-butyldimethylsilyl)oxy)butyl)oxiran-2-yl)methylene)-4-((4-methoxybenzyl)oxy)-3-(oct-2-yn-1-yl)cyclopentanone

There total 2 articles about (3R,4R,E)-2-(((2R,3R)-3-(4-((tert-butyldimethylsilyl)oxy)butyl)oxiran-2-yl)methylene)-4-((4-methoxybenzyl)oxy)-3-(oct-2-yn-1-yl)cyclopentanone 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:

: 1605291-96-0
C₃₅H₅₆O₈SSi

: 1605291-97-1
(3R,4R,E)-2-(((2R,3R)-3-(4-((tert-butyldimethylsilyl)oxy)butyl)oxiran-2-yl)methylene)-4-((4-methoxybenzyl)oxy)-3-(oct-2-yn-1-yl)cyclopentanone

Guidance literature:: With aluminum oxide; In dichloromethane; at 0 ℃; for 16h; regioselective reaction;
DOI:10.1021/ol500654g

Reference yield:

: 1605291-95-9
C₃₄H₅₄O₆Si

: 1605291-97-1
(3R,4R,E)-2-(((2R,3R)-3-(4-((tert-butyldimethylsilyl)oxy)butyl)oxiran-2-yl)methylene)-4-((4-methoxybenzyl)oxy)-3-(oct-2-yn-1-yl)cyclopentanone

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; dmap / dichloromethane / 1 h / 0 °C

2: aluminum oxide / dichloromethane / 16 h / 0 °C

With dmap; aluminum oxide; triethylamine; In dichloromethane;
DOI:10.1021/ol500654g

Reference yield:

: 1605291-97-1
(3R,4R,E)-2-(((2R,3R)-3-(4-((tert-butyldimethylsilyl)oxy)butyl)oxiran-2-yl)methylene)-4-((4-methoxybenzyl)oxy)-3-(oct-2-yn-1-yl)cyclopentanone

: (3R,4R,E)-2-(((2R,3R)-3-(4-hydroxybutyl)oxiran-2-yl)methylene)-4-((4-methoxybenzyl)oxy)-3-((Z)-oct-2-en-1-yl)cyclopentanone

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogen; Lindlar's catalyst / ethyl acetate / 2 h / 20 °C

2: formic acid / tetrahydrofuran; water / 1.5 h / 0 °C

With formic acid; Lindlar's catalyst; hydrogen; In tetrahydrofuran; water; ethyl acetate;
DOI:10.1021/ol500654g