5-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-phenyl]-meth-(Z)-ylidene]-6-methyl-heptan-2-one

Base Information

• Chemical Name: 5-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-phenyl]-meth-(Z)-ylidene]-6-methyl-heptan-2-one
• CAS No.: 386703-34-0
• Molecular Formula: C₂₄H₄₀O₃Si
• Molecular Weight: 404.665

Synonyms:5-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-phenyl]-meth-(Z)-ylidene]-6-methyl-heptan-2-one

Chemical Property of 5-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-phenyl]-meth-(Z)-ylidene]-6-methyl-heptan-2-one

Chemical Property:

Purity/Quality:

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Technology Process of 5-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-phenyl]-meth-(Z)-ylidene]-6-methyl-heptan-2-one

There total 9 articles about 5-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-phenyl]-meth-(Z)-ylidene]-6-methyl-heptan-2-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: 80.0%

tert-butyl-[2-(2-isopropyl-hexa-1,5-dienyl)-6-methoxy-4-methyl-benzyloxy]-dimethyl-silane (386703-33-9) → 5-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-phenyl]-meth-(Z)-ylidene]-6-methyl-heptan-2-one (386703-34-0)

Guidance literature:

With copper diacetate; oxygen; palladium dichloride; In N,N-dimethyl acetamide; water; at 25 ℃; for 12h; under 760 Torr;

DOI:10.1002/1521-3773(20011001)40:19<3675::AID-ANIE3675>3.0.CO;2-G

Reference yield:

1,2-epoxy-5-hexene (10353-53-4) → 5-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-phenyl]-meth-(Z)-ylidene]-6-methyl-heptan-2-one (386703-34-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 69 percent / t-BuLi; TMEDA / tetrahydrofuran / 2 h / -78 - 0 °C

2: 91 percent / p-TsOH / toluene / 2 h / Heating

3: 91 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 25 °C

4: 89 percent / Et₃N / 12 h / 25 °C

5: 94 percent / SO₃*Py; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 2 h / 0 °C

6: 94 percent / CeCl₃ / 1 h / -78 - 0 °C

7: 80 percent / SOCl₂; pyridine / CH₂Cl₂ / 0.25 h / -60 °C

8: 80 percent / Cu(OAc)2; O₂ / PdCl₂ / N,N-dimethyl-acetamide; H₂O / 12 h / 25 °C / 760 Torr

With pyridine; lithium aluminium tetrahydride; thionyl chloride; cerium(III) chloride; copper diacetate; pyridine-SO₃ complex; N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; oxygen; toluene-4-sulfonic acid; triethylamine; palladium dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water; dimethyl sulfoxide; toluene;

DOI:10.1002/1521-3773(20011001)40:19<3675::AID-ANIE3675>3.0.CO;2-G

Reference yield:

N-tert-Butyl-2-methoxy-4-methylbenzamide → 5-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-phenyl]-meth-(Z)-ylidene]-6-methyl-heptan-2-one (386703-34-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 69 percent / t-BuLi; TMEDA / tetrahydrofuran / 2 h / -78 - 0 °C

2: 91 percent / p-TsOH / toluene / 2 h / Heating

3: 91 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 25 °C

4: 89 percent / Et₃N / 12 h / 25 °C

5: 94 percent / SO₃*Py; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 2 h / 0 °C

6: 94 percent / CeCl₃ / 1 h / -78 - 0 °C

7: 80 percent / SOCl₂; pyridine / CH₂Cl₂ / 0.25 h / -60 °C

8: 80 percent / Cu(OAc)2; O₂ / PdCl₂ / N,N-dimethyl-acetamide; H₂O / 12 h / 25 °C / 760 Torr

With pyridine; lithium aluminium tetrahydride; thionyl chloride; cerium(III) chloride; copper diacetate; pyridine-SO₃ complex; N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; oxygen; toluene-4-sulfonic acid; triethylamine; palladium dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water; dimethyl sulfoxide; toluene;

DOI:10.1002/1521-3773(20011001)40:19<3675::AID-ANIE3675>3.0.CO;2-G

upstream raw materials:

tert-butyl-[2-(2-isopropyl-hexa-1,5-dienyl)-6-methoxy-4-methyl-benzyloxy]-dimethyl-silane

1,2-epoxy-5-hexene

3-but-3-enyl-8-methoxy-6-methyl-isochroman-1-one

1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-phenyl]-hex-5-en-2-one

Downstream raw materials:

(E)-6-(2-Hydroxymethyl-3-methoxy-5-methyl-benzyl)-3,7-dimethyl-oct-2-enoic acid methyl ester

(E)-6-(2-Formyl-3-methoxy-5-methyl-benzyl)-3,7-dimethyl-oct-2-enoic acid methyl ester

5-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-benzyl]-6-methyl-heptan-2-one

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