(Z)-Octadec-9-enoic acid 4-hydroxy-3-methyl-5-[(2E,6E,10E)-3,7,11-trimethyl-13-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-trideca-2,6,10-trienyl]-phenyl ester

Base Information

• Chemical Name: (Z)-Octadec-9-enoic acid 4-hydroxy-3-methyl-5-[(2E,6E,10E)-3,7,11-trimethyl-13-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-trideca-2,6,10-trienyl]-phenyl ester
• CAS No.: 870556-92-6
• Molecular Formula: C₄₈H₇₈O₅
• Molecular Weight: 735.144
• Mol file: 870556-92-6.mol

Synonyms:(Z)-Octadec-9-enoic acid 4-hydroxy-3-methyl-5-[(2E,6E,10E)-3,7,11-trimethyl-13-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-trideca-2,6,10-trienyl]-phenyl ester

Chemical Property of (Z)-Octadec-9-enoic acid 4-hydroxy-3-methyl-5-[(2E,6E,10E)-3,7,11-trimethyl-13-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-trideca-2,6,10-trienyl]-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-Octadec-9-enoic acid 4-hydroxy-3-methyl-5-[(2E,6E,10E)-3,7,11-trimethyl-13-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-trideca-2,6,10-trienyl]-phenyl ester

There total 2 articles about (Z)-Octadec-9-enoic acid 4-hydroxy-3-methyl-5-[(2E,6E,10E)-3,7,11-trimethyl-13-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-trideca-2,6,10-trienyl]-phenyl 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: 51.0%

2-Methyl-6-[(2E,6E,10E)-3,7,11-trimethyl-13-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-trideca-2,6,10-trienyl]-benzene-1,4-diol (870556-89-1) + cis-Octadecenoic acid (112-80-1,2027-47-6) → (Z)-Octadec-9-enoic acid 4-hydroxy-3-methyl-5-[(2E,6E,10E)-3,7,11-trimethyl-13-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-trideca-2,6,10-trienyl]-phenyl ester (870556-92-6)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In chloroform; at 20 ℃; for 4h;

DOI:10.1248/cpb.53.1159

Reference yield:

2-((2E,6E,10E)-(R)-14,15-Dihydroxy-3,7,11,15-tetramethyl-hexadeca-2,6,10-trienyl)-6-methyl-benzene-1,4-diol → (Z)-Octadec-9-enoic acid 4-hydroxy-3-methyl-5-[(2E,6E,10E)-3,7,11-trimethyl-13-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-trideca-2,6,10-trienyl]-phenyl ester (870556-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / p-tolenesulfonic acid monohydrate / methanol / 0.5 h / 20 °C

2: 51 percent / N,N'-dicyclohexylcarbodiimide; DMAP / CHCl₃ / 4 h / 20 °C

With dmap; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In methanol; chloroform;

DOI:10.1248/cpb.53.1159

Reference yield: 43.0%

(Z)-Octadec-9-enoic acid 4-hydroxy-3-methyl-5-[(2E,6E,10E)-3,7,11-trimethyl-13-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-trideca-2,6,10-trienyl]-phenyl ester (870556-92-6) → (Z)-Octadec-9-enoic acid 3-((2E,6E,10E)-(R)-14,15-dihydroxy-3,7,11,15-tetramethyl-hexadeca-2,6,10-trienyl)-4-hydroxy-5-methyl-phenyl ester

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 4h;

DOI:10.1248/cpb.53.1159

upstream raw materials:

2-Methyl-6-[(2E,6E,10E)-3,7,11-trimethyl-13-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-trideca-2,6,10-trienyl]-benzene-1,4-diol

cis-Octadecenoic acid