(S)-5-[1-{(2R,3R)-3-[4-(4-Methoxy-benzyloxy)-butyl]-oxiranyl}-meth-(E)-ylidene]-4-((Z)-oct-2-enyl)-cyclopent-2-enone

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Chemical Name:(S)-5-[1-{(2R,3R)-3-[4-(4-Methoxy-benzyloxy)-butyl]-oxiranyl}-meth-(E)-ylidene]-4-((Z)-oct-2-enyl)-cyclopent-2-enone
CAS No.:871581-70-3
Molecular Formula:C₂₈H₃₈O₄
Molecular Weight:438.607
Hs Code.:

Synonyms:

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Chemical Property of (S)-5-[1-{(2R,3R)-3-[4-(4-Methoxy-benzyloxy)-butyl]-oxiranyl}-meth-(E)-ylidene]-4-((Z)-oct-2-enyl)-cyclopent-2-enone

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Technology Process of (S)-5-[1-{(2R,3R)-3-[4-(4-Methoxy-benzyloxy)-butyl]-oxiranyl}-meth-(E)-ylidene]-4-((Z)-oct-2-enyl)-cyclopent-2-enone

There total 6 articles about (S)-5-[1-{(2R,3R)-3-[4-(4-Methoxy-benzyloxy)-butyl]-oxiranyl}-meth-(E)-ylidene]-4-((Z)-oct-2-enyl)-cyclopent-2-enone 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:

: 865302-25-6
(2R,3R)-3-[4-(4-methoxyphenylmethoxy)butyl]oxirane-2-methanol

: 871581-70-3
(S)-5-[1-{(2R,3R)-3-[4-(4-Methoxy-benzyloxy)-butyl]-oxiranyl}-meth-(E)-ylidene]-4-((Z)-oct-2-enyl)-cyclopent-2-enone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / SO₃*pyridine / triethylamine

2.1: LDA

2.2: tetrahydrofuran / -78 °C

3.1: Et₃N

4.1: Al₂O₃

With aluminum oxide; pyridine-SO₃ complex; triethylamine; lithium diisopropyl amide; In triethylamine; 2.2: Aldol reaction;
DOI:10.1016/j.tetlet.2005.09.193

Reference yield:

: 131375-65-0
7-(4-methoxyphenylmethoxy)-hept-2-en-1-ol

: 871581-70-3
(S)-5-[1-{(2R,3R)-3-[4-(4-Methoxy-benzyloxy)-butyl]-oxiranyl}-meth-(E)-ylidene]-4-((Z)-oct-2-enyl)-cyclopent-2-enone

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / t-BuOOH; Ti(OPr)4; D-(-)-DIPT

2.1: 93 percent / SO₃*pyridine / triethylamine

3.1: LDA

3.2: tetrahydrofuran / -78 °C

4.1: Et₃N

5.1: Al₂O₃

With titanium(IV) isopropylate; tert.-butylhydroperoxide; aluminum oxide; pyridine-SO₃ complex; D-(-)-diisopropyl tartrate; triethylamine; lithium diisopropyl amide; In triethylamine; 1.1: Sharpless epoxidation / 3.2: Aldol reaction;
DOI:10.1016/j.tetlet.2005.09.193

Reference yield:

: 286440-96-8
1-[(4-bromobutoxy)methyl]-4-methoxy benzene

: 871581-70-3
(S)-5-[1-{(2R,3R)-3-[4-(4-Methoxy-benzyloxy)-butyl]-oxiranyl}-meth-(E)-ylidene]-4-((Z)-oct-2-enyl)-cyclopent-2-enone

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaH / trifluoroacetic acid; hexamethylphosphoric acid triamide

1.2: n-BuLi / trifluoroacetic acid; hexamethylphosphoric acid triamide

1.3: 60 percent / trifluoroacetic acid; hexamethylphosphoric acid triamide

2.1: LiAlH₄

3.1: 95 percent / t-BuOOH; Ti(OPr)4; D-(-)-DIPT

4.1: 93 percent / SO₃*pyridine / triethylamine

5.1: LDA

5.2: tetrahydrofuran / -78 °C

6.1: Et₃N

7.1: Al₂O₃

With titanium(IV) isopropylate; tert.-butylhydroperoxide; aluminum oxide; lithium aluminium tetrahydride; pyridine-SO₃ complex; sodium hydride; D-(-)-diisopropyl tartrate; triethylamine; lithium diisopropyl amide; In N,N,N,N,N,N-hexamethylphosphoric triamide; triethylamine; trifluoroacetic acid; 3.1: Sharpless epoxidation / 5.2: Aldol reaction;
DOI:10.1016/j.tetlet.2005.09.193