[3-¹³C]-(E)-tert-butyl((3-methyl-4-((tetrahydro-2H-pyran-2-yl)oxy)but-2-en-1-yl)oxy)diphenylsilane

Base Information

• Chemical Name: [3-¹³C]-(E)-tert-butyl((3-methyl-4-((tetrahydro-2H-pyran-2-yl)oxy)but-2-en-1-yl)oxy)diphenylsilane
• CAS No.: 1446657-32-4
• Molecular Formula: C₂₆H₃₆O₃Si
• Molecular Weight: 425.645

Synonyms:[3-¹³C]-(E)-tert-butyl((3-methyl-4-((tetrahydro-2H-pyran-2-yl)oxy)but-2-en-1-yl)oxy)diphenylsilane

Chemical Property of [3-¹³C]-(E)-tert-butyl((3-methyl-4-((tetrahydro-2H-pyran-2-yl)oxy)but-2-en-1-yl)oxy)diphenylsilane

Chemical Property:

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Technology Process of [3-¹³C]-(E)-tert-butyl((3-methyl-4-((tetrahydro-2H-pyran-2-yl)oxy)but-2-en-1-yl)oxy)diphenylsilane

There total 5 articles about [3-¹³C]-(E)-tert-butyl((3-methyl-4-((tetrahydro-2H-pyran-2-yl)oxy)but-2-en-1-yl)oxy)diphenylsilane 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: 85.0%

3,4-dihydro-2H-pyran (110-87-2) + [3-13C]-(E)-4-hydroxy-3-methyl-1-t-butyldiphenylsiloxy-2-butene (1446657-30-2) → [3-13C]-(E)-tert-butyl((3-methyl-4-((tetrahydro-2H-pyran-2-yl)oxy)but-2-en-1-yl)oxy)diphenylsilane (1446657-32-4)

Guidance literature:

With pyridinium p-toluenesulfonate; In tetrahydrofuran; at 20 ℃; for 8h;

DOI:10.1002/anie.201302343

Reference yield:

[3-13C]-t-butyl-((3-methylbut-2-en-1-yl)oxy)diphenylsilane (1446657-28-8) → [3-13C]-(E)-tert-butyl((3-methyl-4-((tetrahydro-2H-pyran-2-yl)oxy)but-2-en-1-yl)oxy)diphenylsilane (1446657-32-4)

Guidance literature:

Multi-step reaction with 3 steps

1: selenium(IV) oxide; tert.-butylhydroperoxide / dichloromethane; decane / 12.33 h / 0 - 20 °C

2: sodium tetrahydroborate / methanol / 0.17 h / 0 °C

3: pyridinium p-toluenesulfonate / tetrahydrofuran / 8 h / 20 °C

With tert.-butylhydroperoxide; selenium(IV) oxide; sodium tetrahydroborate; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; decane; dichloromethane;

DOI:10.1002/anie.201302343

Reference yield:

[3-13C]-methyl 3-methylbut-2-enoate (1446657-24-4) → [3-13C]-(E)-tert-butyl((3-methyl-4-((tetrahydro-2H-pyran-2-yl)oxy)but-2-en-1-yl)oxy)diphenylsilane (1446657-32-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 4 h / 0 - 20 °C

2.1: 1H-imidazole / dichloromethane / 0.17 h / 0 °C

2.2: 24 h / 0 - 20 °C

3.1: selenium(IV) oxide; tert.-butylhydroperoxide / dichloromethane; decane / 12.33 h / 0 - 20 °C

4.1: sodium tetrahydroborate / methanol / 0.17 h / 0 °C

5.1: pyridinium p-toluenesulfonate / tetrahydrofuran / 8 h / 20 °C

With 1H-imidazole; tert.-butylhydroperoxide; selenium(IV) oxide; sodium tetrahydroborate; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; diethyl ether; decane; dichloromethane;

DOI:10.1002/anie.201302343

upstream raw materials:

[3-¹³C]-methyl 3-methylbut-2-enoate

[3-¹³C]-3-methylbut-2-en-1-ol

[3-¹³C]-t-butyl-((3-methylbut-2-en-1-yl)oxy)diphenylsilane

3,4-dihydro-2H-pyran

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