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

Base Information

• Chemical Name: 3-(3-tetrahydropyranyloxy-1E-propenyl)benzylalcohol methanesulfonate
• CAS No.: 197726-02-6
• Molecular Formula: C₁₆H₂₂O₅S
• Molecular Weight: 326.414
• Mol file: 197726-02-6.mol

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

Chemical Property of 3-(3-tetrahydropyranyloxy-1E-propenyl)benzylalcohol methanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-tetrahydropyranyloxy-1E-propenyl)benzylalcohol methanesulfonate

There total 6 articles about 3-(3-tetrahydropyranyloxy-1E-propenyl)benzylalcohol methanesulfonate 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: 96.0%

methanesulfonyl chloride (124-63-0) + 3-(3-tetrahydropyranyloxy-1E-propenyl)benzylalcohol (197725-62-5) → 3-(3-tetrahydropyranyloxy-1E-propenyl)benzylalcohol methanesulfonate (197726-02-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

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

Reference yield:

3-(tert-Butyldimethylsiloxymethyl)benzyl Alcohol (81805-53-0) → 3-(3-tetrahydropyranyloxy-1E-propenyl)benzylalcohol methanesulfonate (197726-02-6)

Guidance literature:

Multi-step reaction with 6 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

5: 90 percent / aq. NaOH / ethanol / 2 h / Heating

6: 96 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

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

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

Reference yield:

3-(((tert-butyldimethylsilyl)oxy)methyl)benzaldehyde (81168-11-8) → 3-(3-tetrahydropyranyloxy-1E-propenyl)benzylalcohol methanesulfonate (197726-02-6)

Guidance literature:

Multi-step reaction with 5 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

4: 90 percent / aq. NaOH / ethanol / 2 h / Heating

5: 96 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

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

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

upstream raw materials:

methanesulfonyl chloride

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

3-(tert-Butyldimethylsiloxymethyl)benzyl Alcohol

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

Downstream raw materials:

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

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

methyl-5-acetoxy-6-[3-(2-formyl-E-ethenyl)phenyl]hexanoate

methyl 5-acetoxy-6-[3-(3-hydroxy-1E-propenyl)phenyl]hexanoate