3-[3-(tert-butyldimethylsilyloxymethyl)phenyl]-(2E)-propenol

Base Information

• Chemical Name: 3-[3-(tert-butyldimethylsilyloxymethyl)phenyl]-(2E)-propenol
• CAS No.: 197726-00-4
• Molecular Formula: C₁₆H₂₆O₂Si
• Molecular Weight: 278.467
• Mol file: 197726-00-4.mol

Synonyms:3-[3-(tert-butyldimethylsilyloxymethyl)phenyl]-(2E)-propenol

Chemical Property of 3-[3-(tert-butyldimethylsilyloxymethyl)phenyl]-(2E)-propenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[3-(tert-butyldimethylsilyloxymethyl)phenyl]-(2E)-propenol

There total 3 articles about 3-[3-(tert-butyldimethylsilyloxymethyl)phenyl]-(2E)-propenol 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:

ethyl-3-[3-(tert-butyldimethylsilyloxymethyl)phenyl]-(E)-propenoate (197725-99-8) → 3-[3-(tert-butyldimethylsilyloxymethyl)phenyl]-(2E)-propenol (197726-00-4)

Guidance literature:

With methanol; water; diisobutylaluminium hydride; Yield given. Multistep reaction;

DOI:10.1016/S0968-0896(97)00090-4

Reference yield:

3-(tert-Butyldimethylsiloxymethyl)benzyl Alcohol (81805-53-0) → 3-[3-(tert-butyldimethylsilyloxymethyl)phenyl]-(2E)-propenol (197726-00-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -70 deg C, 30 min, 2.) CH₂Cl₂, 0 deg C, 5 min

2: 1.) NaH / 1.) THF, 25 deg C, 30 min, 2.) THF, 25 deg C, 1 h

3: 1.) diisobutylaluminium hydride, 2.) MeOH, 3.) H₂O

With methanol; oxalyl dichloride; water; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;

DOI:10.1016/S0968-0896(97)00090-4

Reference yield:

3-(((tert-butyldimethylsilyl)oxy)methyl)benzaldehyde (81168-11-8) → 3-[3-(tert-butyldimethylsilyloxymethyl)phenyl]-(2E)-propenol (197726-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, 25 deg C, 30 min, 2.) THF, 25 deg C, 1 h

2: 1.) diisobutylaluminium hydride, 2.) MeOH, 3.) H₂O

With methanol; water; sodium hydride; diisobutylaluminium hydride;

DOI:10.1016/S0968-0896(97)00090-4

upstream raw materials:

ethyl-3-[3-(tert-butyldimethylsilyloxymethyl)phenyl]-(E)-propenoate

3-(tert-Butyldimethylsiloxymethyl)benzyl Alcohol

3-(((tert-butyldimethylsilyl)oxy)methyl)benzaldehyde

Downstream raw materials:

1-tert-butyldimethylsilyloxymethyl-3-(3-tetrahydropyranyloxy-(1E)-propenyl)benzene

methyl-6-methoxycarbonyl-5-oxo-6-[3-(3-tetrahydropyranyloxy-1E-propenyl)phenyl]hexanoate

methyl-5-acetoxy-6-[3-(3-hydroxyundec-1E-en-5-ynyl)phenyl]hexanoate

methyl-5-acetoxy-6-[3-(3-hydroxy-1E,5Z-undecadienyl)phenyl]hexanoate