(E)-7-(tert-butyldimethylsilyloxy)-3-methoxy-2-(2-phenyloxazol-5-yl)hept-2-en-5-yn-4-one

Base Information

Chemical Name:(E)-7-(tert-butyldimethylsilyloxy)-3-methoxy-2-(2-phenyloxazol-5-yl)hept-2-en-5-yn-4-one
CAS No.:958246-92-9
Molecular Formula:C₂₃H₂₉NO₄Si
Molecular Weight:411.573
Hs Code.:

Synonyms:(E)-7-(tert-butyldimethylsilyloxy)-3-methoxy-2-(2-phenyloxazol-5-yl)hept-2-en-5-yn-4-one

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Chemical Property of (E)-7-(tert-butyldimethylsilyloxy)-3-methoxy-2-(2-phenyloxazol-5-yl)hept-2-en-5-yn-4-one

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Technology Process of (E)-7-(tert-butyldimethylsilyloxy)-3-methoxy-2-(2-phenyloxazol-5-yl)hept-2-en-5-yn-4-one

There total 4 articles about (E)-7-(tert-butyldimethylsilyloxy)-3-methoxy-2-(2-phenyloxazol-5-yl)hept-2-en-5-yn-4-one 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:

: C₂₃H₃₁NO₄Si

: 958246-92-9
(E)-7-(tert-butyldimethylsilyloxy)-3-methoxy-2-(2-phenyloxazol-5-yl)hept-2-en-5-yn-4-one

Guidance literature:: C₂₃H₃₁NO₄Si; With 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 0.333333h;

With tetrapropylammonium perruthennate; In dichloromethane; at 20 ℃; for 1h; Further stages.;
DOI:10.1021/jo7013559

Reference yield:

: 958246-89-4
(E)-2-methoxy-3-(2-phenyloxazol-5-yl)but-2-en-1-ol

: 958246-92-9
(E)-7-(tert-butyldimethylsilyloxy)-3-methoxy-2-(2-phenyloxazol-5-yl)hept-2-en-5-yn-4-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-methylmorpholine N-oxide; activated molecular sieves 4 Angstroem / CH₂Cl₂ / 0.5 h / 20 °C

1.2: tetrapropylammonium perruthenate / CH₂Cl₂ / 1 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -42 °C

2.2: tetrahydrofuran / 2 h / -42 °C

3.1: N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.33 h / 20 °C

3.2: 25.0 mg / tetrapropylammonium perruthenate / CH₂Cl₂ / 1 h / 20 °C

With n-butyllithium; 4 A molecular sieve; 4-methylmorpholine N-oxide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo7013559

Reference yield:

: methyl 2-methoxy-3-(2-phenyloxazol-5-yl)but-2-enoate

: 958246-92-9
(E)-7-(tert-butyldimethylsilyloxy)-3-methoxy-2-(2-phenyloxazol-5-yl)hept-2-en-5-yn-4-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: DIBAL-H / toluene / 2 h / -78 °C

2.1: N-methylmorpholine N-oxide; activated molecular sieves 4 Angstroem / CH₂Cl₂ / 0.5 h / 20 °C

2.2: tetrapropylammonium perruthenate / CH₂Cl₂ / 1 h / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -42 °C

3.2: tetrahydrofuran / 2 h / -42 °C

4.1: N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.33 h / 20 °C

4.2: 25.0 mg / tetrapropylammonium perruthenate / CH₂Cl₂ / 1 h / 20 °C

With n-butyllithium; 4 A molecular sieve; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1021/jo7013559