3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-en-1-ol

Base Information

• Chemical Name: 3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-en-1-ol
• CAS No.: 1628058-59-2
• Molecular Formula: C₂₇H₃₂O₂Si
• Molecular Weight: 416.635
• Mol file: 1628058-59-2.mol

Synonyms:3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-en-1-ol

Chemical Property of 3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-en-1-ol

There total 9 articles about 3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-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: 85.0%

C33H46O2Si2 (1628058-60-5) → 3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-en-1-ol (1628058-59-2)

Guidance literature:

With camphor-10-sulfonic acid; In methanol; at 0 ℃;

DOI:10.1002/ejoc.201402157

Reference yield:

1-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)propane-1,3-diol (1628058-56-9) → 3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-en-1-ol (1628058-59-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1H-imidazole / dichloromethane / 1.17 h / 0 - 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 3 h / -78 - 20 °C

2.2: 2 h / 25 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / 0 °C

3.2: 23 °C

4.1: camphor-10-sulfonic acid / methanol / 0 °C

With 1H-imidazole; oxalyl dichloride; camphor-10-sulfonic acid; dimethyl sulfoxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; 2.1: |Swern Oxidation / 2.2: |Swern Oxidation;

DOI:10.1002/ejoc.201402157

Reference yield:

3-(tert-butyldimethylsilyloxy)-1-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)propan-1-one (1628058-57-0) → 3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-en-1-ol (1628058-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / 0 °C

1.2: 23 °C

2.1: camphor-10-sulfonic acid / methanol / 0 °C

With camphor-10-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol;

DOI:10.1002/ejoc.201402157

upstream raw materials:

1-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)propane-1,3-diol

3-(tert-butyldimethylsilyloxy)-1-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)propan-1-one

(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)methanol

C₃₃H₄₆O₂Si₂

Downstream raw materials:

N-(3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-enyl)-4-methylbenzenesulfonamide

C₂₇H₃₁N₃OSi

C₂₇H₃₃NOSi

N-(3-(2-(hydroxymethyl)phenyl)but-3-enyl)-4-methylbenzenesulfonamide