Dotriaconta-15,17-diynedioic acid bis-[(S)-3-benzyloxy-2-(12-methoxy-dodecanoyloxy)-propyl] ester

Base Information

• Chemical Name: Dotriaconta-15,17-diynedioic acid bis-[(S)-3-benzyloxy-2-(12-methoxy-dodecanoyloxy)-propyl] ester
• CAS No.: 183145-12-2
• Molecular Formula: C₇₈H₁₂₆O₁₂
• Molecular Weight: 1255.85
• Mol file: 183145-12-2.mol

Synonyms:Dotriaconta-15,17-diynedioic acid bis-[(S)-3-benzyloxy-2-(12-methoxy-dodecanoyloxy)-propyl] ester

Chemical Property of Dotriaconta-15,17-diynedioic acid bis-[(S)-3-benzyloxy-2-(12-methoxy-dodecanoyloxy)-propyl] ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Dotriaconta-15,17-diynedioic acid bis-[(S)-3-benzyloxy-2-(12-methoxy-dodecanoyloxy)-propyl] ester

There total 6 articles about Dotriaconta-15,17-diynedioic acid bis-[(S)-3-benzyloxy-2-(12-methoxy-dodecanoyloxy)-propyl] 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: 95.0%

Hexadec-15-ynoic acid (S)-3-benzyloxy-2-(12-methoxy-dodecanoyloxy)-propyl ester (183145-01-9) → Dotriaconta-15,17-diynedioic acid bis-[(S)-3-benzyloxy-2-(12-methoxy-dodecanoyloxy)-propyl] ester (183145-12-2)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; oxygen; copper(l) chloride; In xylene; at 140 - 150 ℃; for 0.75h;

DOI:10.1021/jo9605455

Reference yield:

12-(methoxy)dodecanoic acid (92169-28-3) → Dotriaconta-15,17-diynedioic acid bis-[(S)-3-benzyloxy-2-(12-methoxy-dodecanoyloxy)-propyl] ester (183145-12-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / DMAP, 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

2: 95 percent / O₂, CuCl, TMEDA / xylene / 0.75 h / 140 - 150 °C

With dmap; N,N,N,N,-tetramethylethylenediamine; oxygen; dicyclohexyl-carbodiimide; copper(l) chloride; In dichloromethane; xylene;

DOI:10.1021/jo9605455

Reference yield:

12-hydroxydodecanoic acid (505-95-3) → Dotriaconta-15,17-diynedioic acid bis-[(S)-3-benzyloxy-2-(12-methoxy-dodecanoyloxy)-propyl] ester (183145-12-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1) THF, DMF, rt, overnight; 2) THF, DMF, reflux, overnight

2: 72 percent / DMAP, 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

3: 95 percent / O₂, CuCl, TMEDA / xylene / 0.75 h / 140 - 150 °C

With dmap; N,N,N,N,-tetramethylethylenediamine; oxygen; sodium hydride; dicyclohexyl-carbodiimide; copper(l) chloride; In dichloromethane; xylene;

DOI:10.1021/jo9605455

upstream raw materials:

Hexadec-15-ynoic acid (S)-3-benzyloxy-2-(12-methoxy-dodecanoyloxy)-propyl ester

12-hydroxydodecanoic acid

12-(methoxy)dodecanoic acid

(R)-3-benzyloxy-1,2-propanediol