(S)-2-Benzyloxymethyl-2-[(Z)-7-(3-methoxy-phenyl)-4-vinyl-hept-4-enyl]-oxirane

Base Information

Chemical Name:(S)-2-Benzyloxymethyl-2-[(Z)-7-(3-methoxy-phenyl)-4-vinyl-hept-4-enyl]-oxirane
CAS No.:197369-41-8
Molecular Formula:C₂₆H₃₂O₃
Molecular Weight:392.538
Hs Code.:

Synonyms:(S)-2-Benzyloxymethyl-2-[(Z)-7-(3-methoxy-phenyl)-4-vinyl-hept-4-enyl]-oxirane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-2-Benzyloxymethyl-2-[(Z)-7-(3-methoxy-phenyl)-4-vinyl-hept-4-enyl]-oxirane

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Technology Process of (S)-2-Benzyloxymethyl-2-[(Z)-7-(3-methoxy-phenyl)-4-vinyl-hept-4-enyl]-oxirane

There total 8 articles about (S)-2-Benzyloxymethyl-2-[(Z)-7-(3-methoxy-phenyl)-4-vinyl-hept-4-enyl]-oxirane 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: 94.0%

: 100-39-0
benzyl bromide

: 197369-40-7
{(R)-2-[(Z)-7-(3-Methoxy-phenyl)-4-vinyl-hept-4-enyl]-oxiranyl}-methanol

: 197369-41-8
(S)-2-Benzyloxymethyl-2-[(Z)-7-(3-methoxy-phenyl)-4-vinyl-hept-4-enyl]-oxirane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran;
DOI:10.1021/ja972549c

Reference yield:

: 197369-39-4
(Z)-9-(3-Methoxy-phenyl)-2-methylene-6-vinyl-non-6-en-1-ol

: 197369-41-8
(S)-2-Benzyloxymethyl-2-[(Z)-7-(3-methoxy-phenyl)-4-vinyl-hept-4-enyl]-oxirane

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / (-)-diethyl tartrate, Ti(O-i-Pr)4, t-BUOOH, 4 Angstroem molecular sieves / CH₂Cl₂

2: 94 percent / n-Bu₄NI / tetrahydrofuran

With titanium(IV) isopropylate; tert.-butylhydroperoxide; 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; (-)-diethyl tartrate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja972549c

Reference yield:

: [3-(3-Methoxy-phenyl)-propylidene]-triphenyl-λ⁵-phosphane

: 197369-41-8
(S)-2-Benzyloxymethyl-2-[(Z)-7-(3-methoxy-phenyl)-4-vinyl-hept-4-enyl]-oxirane

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 1) -78 deg C, 1 h; 2) 23 deg C, 5 h

2: 95 percent / pyridinium tosylate / ethanol / 4 h / 55 °C

3: 99 percent / MnO₂ / hexane

4: 95 percent / tetrahydrofuran / -78 - 23 °C

5: 95 percent / Bu₄NF / tetrahydrofuran

6: 94 percent / (-)-diethyl tartrate, Ti(O-i-Pr)4, t-BUOOH, 4 Angstroem molecular sieves / CH₂Cl₂

7: 94 percent / n-Bu₄NI / tetrahydrofuran

With titanium(IV) isopropylate; tert.-butylhydroperoxide; manganese(IV) oxide; 4 A molecular sieve; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; (-)-diethyl tartrate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; hexane; dichloromethane;
DOI:10.1021/ja972549c