Acetic acid 2-benzyloxymethoxymethyl-3-[4-(toluene-4-sulfonyloxy)-butyl]-cyclohex-2-enyl ester

Base Information

• Chemical Name: Acetic acid 2-benzyloxymethoxymethyl-3-[4-(toluene-4-sulfonyloxy)-butyl]-cyclohex-2-enyl ester
• CAS No.: 119204-10-3
• Molecular Formula: C₂₈H₃₆O₇S
• Molecular Weight: 516.656
• Mol file: 119204-10-3.mol

Synonyms:Acetic acid 2-benzyloxymethoxymethyl-3-[4-(toluene-4-sulfonyloxy)-butyl]-cyclohex-2-enyl ester

Chemical Property of Acetic acid 2-benzyloxymethoxymethyl-3-[4-(toluene-4-sulfonyloxy)-butyl]-cyclohex-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid 2-benzyloxymethoxymethyl-3-[4-(toluene-4-sulfonyloxy)-butyl]-cyclohex-2-enyl ester

There total 8 articles about Acetic acid 2-benzyloxymethoxymethyl-3-[4-(toluene-4-sulfonyloxy)-butyl]-cyclohex-2-enyl ester 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%

3-acetoxy-1-(4-hydroxybutyl)-2-(benxyloxymethoxymethyl)cyclohex-1-ene (119204-09-0) + p-toluenesulfonyl chloride (98-59-9) → Acetic acid 2-benzyloxymethoxymethyl-3-[4-(toluene-4-sulfonyloxy)-butyl]-cyclohex-2-enyl ester (119204-10-3)

Guidance literature:

In pyridine; chloroform; at 0 ℃; for 3h;

Reference yield:

Benzyloxymethyl chloride (3587-60-8) → Acetic acid 2-benzyloxymethoxymethyl-3-[4-(toluene-4-sulfonyloxy)-butyl]-cyclohex-2-enyl ester (119204-10-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 91 percent / ethyl(di-isopropyl)amine / CH₂Cl₂ / 4 h / Ambient temperature

2: 91 percent / toluene-p-sulphonic acid / 1 h / Ambient temperature

3: 1.) Mg powder / 1.) THF, reflux, 15 h; 2.) THF, -78 deg C, 3 h, then Rt

4: 97 percent / NaBH₄, cerium(III) chloride / methanol / 0.5 h / Ambient temperature

5: 4-dimethylaminopyridine / pyridine / 18 h / Ambient temperature

6: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature

7: 87 percent / pyridine; CHCl₃ / 3 h / 0 °C

With dmap; sodium tetrahydroborate; cerium(III) chloride; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; magnesium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; chloroform;

Reference yield:

1,4-dihydro-2,6-dimethoxybenzoic acid (58310-18-2) → Acetic acid 2-benzyloxymethoxymethyl-3-[4-(toluene-4-sulfonyloxy)-butyl]-cyclohex-2-enyl ester (119204-10-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 89 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

2: 91 percent / ethyl(di-isopropyl)amine / CH₂Cl₂ / 4 h / Ambient temperature

3: 91 percent / toluene-p-sulphonic acid / 1 h / Ambient temperature

4: 1.) Mg powder / 1.) THF, reflux, 15 h; 2.) THF, -78 deg C, 3 h, then Rt

5: 97 percent / NaBH₄, cerium(III) chloride / methanol / 0.5 h / Ambient temperature

6: 4-dimethylaminopyridine / pyridine / 18 h / Ambient temperature

7: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature

8: 87 percent / pyridine; CHCl₃ / 3 h / 0 °C

With dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; cerium(III) chloride; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; magnesium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; chloroform;

upstream raw materials:

3-acetoxy-1-(4-hydroxybutyl)-2-(benxyloxymethoxymethyl)cyclohex-1-ene

p-toluenesulfonyl chloride

Benzyloxymethyl chloride

1,4-dihydro-2,6-dimethoxybenzoic acid

Downstream raw materials:

3-acetoxy-1-(4-benzylaminobutyl)-2-(benzyloxymethoxymethyl)cyclohex-1-ene

1-benzyl-7-(benzyloxymethoxymethyl)-1-azaspiro<5.5>-undec-7-ene