(2E,6E,10E)-3,7,11-Trimethyl-13-(2-methyl-1-propenyl)-13-(phenylsulfonyl)-2,6,10-tetradecatrienedioic acid dimethyl ester

Base Information

• Chemical Name: (2E,6E,10E)-3,7,11-Trimethyl-13-(2-methyl-1-propenyl)-13-(phenylsulfonyl)-2,6,10-tetradecatrienedioic acid dimethyl ester
• CAS No.: 57683-69-9
• Molecular Formula: C29H40O6S
• Molecular Weight: 516.699
• Mol file: 57683-69-9.mol

Synonyms:

Chemical Property of (2E,6E,10E)-3,7,11-Trimethyl-13-(2-methyl-1-propenyl)-13-(phenylsulfonyl)-2,6,10-tetradecatrienedioic acid dimethyl ester

Chemical Property:

• PSA: 95.12000
• LogP: 7.38150

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2E,6E,10E)-3,7,11-Trimethyl-13-(2-methyl-1-propenyl)-13-(phenylsulfonyl)-2,6,10-tetradecatrienedioic acid dimethyl ester

There total 1 articles about (2E,6E,10E)-3,7,11-Trimethyl-13-(2-methyl-1-propenyl)-13-(phenylsulfonyl)-2,6,10-tetradecatrienedioic acid dimethyl 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:

methyl (E,E)-farnesoate (3675-00-1) + methyl benzenesulfonylacetate (34097-60-4) + isobutyraldehyde (78-84-2) → (2E,6E,10E)-13-Benzenesulfonyl-3,7,11-trimethyl-13-(2-methyl-propenyl)-tetradeca-2,6,10-trienedioic acid dimethyl ester (57683-69-9)

Guidance literature:

Multistep reaction; (i) NaH, piperidine, AcOH, benzene, (ii) /BRN= 1726950/, PdCl₂, Ph₃P, Et₂O;

DOI:10.1021/ja00479a026

Reference yield:

(2E,6E,10E)-13-Benzenesulfonyl-3,7,11-trimethyl-13-(2-methyl-propenyl)-tetradeca-2,6,10-trienedioic acid dimethyl ester (57683-69-9) → (2E,6E,10E)-13-Benzenesulfonyl-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenoic acid methyl ester (57683-70-2)

Guidance literature:

With sodium cyanide; lithium iodide; In N,N-dimethyl-formamide;

DOI:10.1021/ja00479a026

Reference yield:

(2E,6E,10E)-13-Benzenesulfonyl-3,7,11-trimethyl-13-(2-methyl-propenyl)-tetradeca-2,6,10-trienedioic acid dimethyl ester (57683-69-9) → (2E,6E,10E)-13-benzenesulfonyl-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraen-1-ol (67428-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1: LiI*3H₂O, NaCN / dimethylformamide

2: DIBAH / toluene

With sodium cyanide; diisobutylaluminium hydride; lithium iodide; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja00479a026

upstream raw materials:

methyl (E,E)-farnesoate

methyl benzenesulfonylacetate

isobutyraldehyde

Downstream raw materials:

(2E,6E,10E)-13-Benzenesulfonyl-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenoic acid methyl ester

(2E,6E,10E)-13-benzenesulfonyl-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraen-1-ol