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

Base Information

• Chemical Name: 1-tert-butyldimethylsilyloxymethyl-3-(3-tetrahydropyranyloxy-(1E)-propenyl)benzene
• CAS No.: 197726-01-5
• Molecular Formula: C₂₁H₃₄O₃Si
• Molecular Weight: 362.585
• Mol file: 197726-01-5.mol

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

Chemical Property of 1-tert-butyldimethylsilyloxymethyl-3-(3-tetrahydropyranyloxy-(1E)-propenyl)benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-tert-butyldimethylsilyloxymethyl-3-(3-tetrahydropyranyloxy-(1E)-propenyl)benzene

There total 4 articles about 1-tert-butyldimethylsilyloxymethyl-3-(3-tetrahydropyranyloxy-(1E)-propenyl)benzene 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: 100.0%

3,4-dihydro-2H-pyran (110-87-2) + 3-[3-(tert-butyldimethylsilyloxymethyl)phenyl]-(2E)-propenol (197726-00-4) → 1-tert-butyldimethylsilyloxymethyl-3-(3-tetrahydropyranyloxy-(1E)-propenyl)benzene (197726-01-5)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; at 25 ℃; for 1h;

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

Reference yield:

3-(tert-Butyldimethylsiloxymethyl)benzyl Alcohol (81805-53-0) → 1-tert-butyldimethylsilyloxymethyl-3-(3-tetrahydropyranyloxy-(1E)-propenyl)benzene (197726-01-5)

Guidance literature:

Multi-step reaction with 4 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

4: 100 percent / DL-camphorsulfonic acid / CH₂Cl₂ / 1 h / 25 °C

With methanol; oxalyl dichloride; camphor-10-sulfonic acid; water; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In dichloromethane;

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

Reference yield:

3-(((tert-butyldimethylsilyl)oxy)methyl)benzaldehyde (81168-11-8) → 1-tert-butyldimethylsilyloxymethyl-3-(3-tetrahydropyranyloxy-(1E)-propenyl)benzene (197726-01-5)

Guidance literature:

Multi-step reaction with 3 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

3: 100 percent / DL-camphorsulfonic acid / CH₂Cl₂ / 1 h / 25 °C

With methanol; camphor-10-sulfonic acid; water; sodium hydride; diisobutylaluminium hydride; In dichloromethane;

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

upstream raw materials:

3,4-dihydro-2H-pyran

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

3-(tert-Butyldimethylsiloxymethyl)benzyl Alcohol

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

Downstream raw materials:

3-(3-tetrahydropyranyloxy-1E-propenyl)benzylalcohol

3-(3-tetrahydropyranyloxy-1E-propenyl)phenylacetonitrile

{3-[(E)-3-(Tetrahydro-pyran-2-yloxy)-propenyl]-phenyl}-acetic acid methyl ester

3-(3-tetrahydropyranyloxy-1E-propenyl)benzylalcohol methanesulfonate