Benzoic acid (4E,8E)-(S)-1-[(2S,4R)-1-benzenesulfonyl-2-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-5-ethyl-11-methoxycarbonyl-3,9-dimethyl-undeca-4,8-dienyl ester

Base Information

• Chemical Name: Benzoic acid (4E,8E)-(S)-1-[(2S,4R)-1-benzenesulfonyl-2-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-5-ethyl-11-methoxycarbonyl-3,9-dimethyl-undeca-4,8-dienyl ester
• CAS No.: 96481-80-0
• Molecular Formula: C₄₀H₅₆O₈S
• Molecular Weight: 696.946
• Mol file: 96481-80-0.mol

Synonyms:Benzoic acid (4E,8E)-(S)-1-[(2S,4R)-1-benzenesulfonyl-2-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-5-ethyl-11-methoxycarbonyl-3,9-dimethyl-undeca-4,8-dienyl ester

Chemical Property of Benzoic acid (4E,8E)-(S)-1-[(2S,4R)-1-benzenesulfonyl-2-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-5-ethyl-11-methoxycarbonyl-3,9-dimethyl-undeca-4,8-dienyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (4E,8E)-(S)-1-[(2S,4R)-1-benzenesulfonyl-2-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-5-ethyl-11-methoxycarbonyl-3,9-dimethyl-undeca-4,8-dienyl ester

There total 21 articles about Benzoic acid (4E,8E)-(S)-1-[(2S,4R)-1-benzenesulfonyl-2-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-5-ethyl-11-methoxycarbonyl-3,9-dimethyl-undeca-4,8-dienyl 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:

benzoyl chloride (98-88-4) + (10S)-methyl 4,10-dimethyl-6-ethyl-12-oxododeca-4(E),8(E)-dienoate (96481-67-3) + (2S,4R)-1-(phenylsulfonyl)-2-methyl-4-(2'-methyl-1',3'-dioxolan-2'-yl)pentane (96481-68-4) → Benzoic acid (4E,8E)-(S)-1-[(2S,4R)-1-benzenesulfonyl-2-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-5-ethyl-11-methoxycarbonyl-3,9-dimethyl-undeca-4,8-dienyl ester (96481-80-0)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, -78 to -30 deg C, 40 min, -78 to 0 deg C, 1.5 h, 2.) -78 to rt;

DOI:10.1021/ja00275a055

Reference yield:

(2S,4R)-methyl 2-methyl-4-(2'-methyl-1',3'-dioxolan-2'-yl)-pentanoate (96481-75-3) → Benzoic acid (4E,8E)-(S)-1-[(2S,4R)-1-benzenesulfonyl-2-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-5-ethyl-11-methoxycarbonyl-3,9-dimethyl-undeca-4,8-dienyl ester (96481-80-0)

Guidance literature:

Multi-step reaction with 2 steps

2: n-BuLi / tetrahydrofuran / -78 °C

With n-butyllithium; In tetrahydrofuran;

DOI:10.1021/ja00296a040

Reference yield:

(2S)-2-methyl-4-(benzyloxy)-1-butanal (96481-69-5) → Benzoic acid (4E,8E)-(S)-1-[(2S,4R)-1-benzenesulfonyl-2-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-5-ethyl-11-methoxycarbonyl-3,9-dimethyl-undeca-4,8-dienyl ester (96481-80-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 2.) H⁽¹⁺⁾ / 2.) toluene, 110 degC

4: n-BuLi / tetrahydrofuran / -78 °C

With n-butyllithium; hydrogen cation; In tetrahydrofuran;

DOI:10.1021/ja00296a040

upstream raw materials:

benzoyl chloride

(10S)-methyl 4,10-dimethyl-6-ethyl-12-oxododeca-4(E),8(E)-dienoate

(2S,4R)-1-(phenylsulfonyl)-2-methyl-4-(2'-methyl-1',3'-dioxolan-2'-yl)pentane

meso-2,4-dimethylpentane-1,5-diol