[3-((Z)-13-Cyclohexyl-tridec-12-enyloxy)-2-((E)-13-cyclohexyl-tridec-12-enyloxy)-propoxymethyl]-benzene

Base Information

• Chemical Name: [3-((Z)-13-Cyclohexyl-tridec-12-enyloxy)-2-((E)-13-cyclohexyl-tridec-12-enyloxy)-propoxymethyl]-benzene
• CAS No.: 149376-21-6
• Molecular Formula: C₄₈H₈₂O₃
• Molecular Weight: 707.177
• Mol file: 149376-21-6.mol

Synonyms:[3-((Z)-13-Cyclohexyl-tridec-12-enyloxy)-2-((E)-13-cyclohexyl-tridec-12-enyloxy)-propoxymethyl]-benzene

Chemical Property of [3-((Z)-13-Cyclohexyl-tridec-12-enyloxy)-2-((E)-13-cyclohexyl-tridec-12-enyloxy)-propoxymethyl]-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-((Z)-13-Cyclohexyl-tridec-12-enyloxy)-2-((E)-13-cyclohexyl-tridec-12-enyloxy)-propoxymethyl]-benzene

There total 6 articles about [3-((Z)-13-Cyclohexyl-tridec-12-enyloxy)-2-((E)-13-cyclohexyl-tridec-12-enyloxy)-propoxymethyl]-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:

1,12-dodecandiol (5675-51-4) → [3-((Z)-13-Cyclohexyl-tridec-12-enyloxy)-2-((E)-13-cyclohexyl-tridec-12-enyloxy)-propoxymethyl]-benzene (149376-21-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 45 percent / CBr₄, Ph₃P / tetrahydrofuran / 0.5 h / Ambient temperature

2: 91 percent / pyridinium p-toluenesulfonate (PPTS) / CH₂Cl₂ / 12 h / Ambient temperature

3: 1.) KH / 1.) DMF, 0 deg C, 2.) DMF, RT, 6h

4: 100 percent / camphorsulfonic acid (CSA) / methanol; CH₂Cl₂ / 5 h / Ambient temperature

5: 96 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 2 h / -78 °C

6: 1.) n-BuLi / 1.) hexane, THF, 0 deg C, 20 min, 2.) THF, hexane, 0 deg C, 30 min

With n-butyllithium; oxalyl dichloride; carbon tetrabromide; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; potassium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1248/cpb.41.16

Reference yield:

12-bromododecanol (3344-77-2) → [3-((Z)-13-Cyclohexyl-tridec-12-enyloxy)-2-((E)-13-cyclohexyl-tridec-12-enyloxy)-propoxymethyl]-benzene (149376-21-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 91 percent / pyridinium p-toluenesulfonate (PPTS) / CH₂Cl₂ / 12 h / Ambient temperature

2: 1.) KH / 1.) DMF, 0 deg C, 2.) DMF, RT, 6h

3: 100 percent / camphorsulfonic acid (CSA) / methanol; CH₂Cl₂ / 5 h / Ambient temperature

4: 96 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 2 h / -78 °C

5: 1.) n-BuLi / 1.) hexane, THF, 0 deg C, 20 min, 2.) THF, hexane, 0 deg C, 30 min

With n-butyllithium; oxalyl dichloride; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; potassium hydride; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane;

DOI:10.1248/cpb.41.16

Reference yield:

2-[(12-bromododecyl)oxy]tetrahydro-2H-pyran (112999-97-0,88517-92-4) → [3-((Z)-13-Cyclohexyl-tridec-12-enyloxy)-2-((E)-13-cyclohexyl-tridec-12-enyloxy)-propoxymethyl]-benzene (149376-21-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) KH / 1.) DMF, 0 deg C, 2.) DMF, RT, 6h

2: 100 percent / camphorsulfonic acid (CSA) / methanol; CH₂Cl₂ / 5 h / Ambient temperature

3: 96 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 2 h / -78 °C

4: 1.) n-BuLi / 1.) hexane, THF, 0 deg C, 20 min, 2.) THF, hexane, 0 deg C, 30 min

With n-butyllithium; oxalyl dichloride; camphor-10-sulfonic acid; potassium hydride; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane;

DOI:10.1248/cpb.41.16

upstream raw materials:

cyclohexyltriphenylphosphonium bromide

12-[2-Benzyloxy-1-(12-oxo-dodecyloxymethyl)-ethoxy]-dodecanal

1,12-dodecandiol

12-bromododecanol

Downstream raw materials:

Phosphorochloridic acid 2,3-bis-(13-cyclohexyl-tridecyloxy)-propyl ester 2-morpholin-4-yl-ethyl ester

2-[2,3-Bis-(13-cyclohexyl-tridecyloxy)-propoxy]-[1,3,2]oxazaphospholidine 2-oxide

rac-1,2-di-O-ω-cyclohexyltridecyl glycero-3-phosphoric acid dichloride

rac-1,2-di-O-ω-cyclohexyltridecyl glycerol