5-(tert-butyl-diphenyl-silanyloxy)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-en-1-ol

Base Information

• Chemical Name: 5-(tert-butyl-diphenyl-silanyloxy)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-en-1-ol
• CAS No.: 226949-13-9
• Molecular Formula: C₂₈H₄₀O₄Si
• Molecular Weight: 468.709
• Mol file: 226949-13-9.mol

Synonyms:5-(tert-butyl-diphenyl-silanyloxy)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-en-1-ol

Chemical Property of 5-(tert-butyl-diphenyl-silanyloxy)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(tert-butyl-diphenyl-silanyloxy)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-en-1-ol

There total 1 articles about 5-(tert-butyl-diphenyl-silanyloxy)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-en-1-ol 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: 87.0%

(Z)-5-(tert-Butyl-diphenyl-silanyloxy)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-enoic acid ethyl ester (192370-24-4) → 5-(tert-butyl-diphenyl-silanyloxy)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-en-1-ol (226949-13-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃;

DOI:10.1055/s-1999-2711

Reference yield: 77.0%

5-(tert-butyl-diphenyl-silanyloxy)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-en-1-ol (226949-13-9) → [3-(2-azido-ethyl)-5-(tetrahydro-pyran-2-yloxy)-pent-2-enyloxy]-tert-butyl-diphenyl-silane (226949-15-1)

Guidance literature:

With Zn(N₃)2/bis-pyridine complex; di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 0 ℃; for 18h;

DOI:10.1055/s-1999-2711

Reference yield:

5-(tert-butyl-diphenyl-silanyloxy)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-en-1-ol (226949-13-9) → 3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enal

Guidance literature:

Multi-step reaction with 5 steps

1: 77 percent / Zn(N₃)2-2Pyr, DIAD, PPh₃ / toluene / 18 h / 0 °C

2: 97 percent / TBAF / tetrahydrofuran

3: 95 percent / DEAD, PPh₃ / tetrahydrofuran / 0 °C

4: 95 percent / p-TsOH / ethanol

5: Dess-Martin periodinane / CH₂Cl₂

With Zn(N₃)2/bis-pyridine complex; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; Dess-Martin periodane; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; toluene;

DOI:10.1055/s-1999-2711

upstream raw materials:

(Z)-5-(tert-Butyl-diphenyl-silanyloxy)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-enoic acid ethyl ester

Downstream raw materials:

[3-(2-azido-ethyl)-5-(tetrahydro-pyran-2-yloxy)-pent-2-enyloxy]-tert-butyl-diphenyl-silane

1-[5-azido-3-(2-hydroxy-ethyl)-pent-2-enyl]-3-benzoyl-5-methyl-1H-pyrimidine-2,4-dione

3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enoic acid

1-[3-(2-azido-ethyl)-5-(tetrahydro-pyran-2-yloxy)-pent-2-enyl]-3-benzoyl-5-methyl-1H-pyrimidine-2,4-dione