ethyl 6(R)-<(tert-butyldimethylsilyl)oxy>-14-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E)-tetradecadien-8-ynoate

Base Information

Chemical Name:ethyl 6(R)-<(tert-butyldimethylsilyl)oxy>-14-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E)-tetradecadien-8-ynoate
CAS No.:111999-01-0
Molecular Formula:C₃₈H₅₆O₄Si₂
Molecular Weight:633.031
Hs Code.:

Synonyms:ethyl 6(R)-<(tert-butyldimethylsilyl)oxy>-14-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E)-tetradecadien-8-ynoate

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Chemical Property of ethyl 6(R)-<(tert-butyldimethylsilyl)oxy>-14-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E)-tetradecadien-8-ynoate

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Technology Process of ethyl 6(R)-<(tert-butyldimethylsilyl)oxy>-14-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E)-tetradecadien-8-ynoate

There total 7 articles about ethyl 6(R)-<(tert-butyldimethylsilyl)oxy>-14-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E)-tetradecadien-8-ynoate 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: 95.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 111999-00-9
(2E,4E)-(R)-14-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-tetradeca-2,4-dien-8-ynoic acid ethyl ester

: 111999-01-0
ethyl 6(R)-<(tert-butyldimethylsilyl)oxy>-14-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E)-tetradecadien-8-ynoate

Guidance literature:: With triethylamine; In dichloromethane;
DOI:10.1021/jo00237a007

Reference yield:

: 106027-21-8
tert-butyl(hept-6-yn-1-yloxy)diphenylsilane

: 111999-01-0
ethyl 6(R)-<(tert-butyldimethylsilyl)oxy>-14-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E)-tetradecadien-8-ynoate

Guidance literature:: Multi-step reaction with 3 steps

2: 65 percent / EtONa / ethanol / 1 h / Ambient temperature

3: 95 percent / Et₃N / CH₂Cl₂

With sodium ethanolate; triethylamine; In ethanol; dichloromethane;
DOI:10.1021/jo00237a007

Reference yield:

: 111998-96-0
2-deoxy-5-O-tosylribofuranose

: 111999-01-0
ethyl 6(R)-<(tert-butyldimethylsilyl)oxy>-14-<(tert-butyldiphenylsilyl)oxy>-2(E),4(E)-tetradecadien-8-ynoate

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / tetrahydrofuran / 3 h / 60 °C

2: 92 percent / K₂CO₃ / ethanol / 3 h

3: 95 percent / Et₃N / CH₂Cl₂ / 1.) -78 deg C, 10 min, 2.) 20 deg C, 1 h

5: 65 percent / EtONa / ethanol / 1 h / Ambient temperature

6: 95 percent / Et₃N / CH₂Cl₂

With sodium ethanolate; potassium carbonate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jo00237a007