(2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal

Base Information

• Chemical Name: (2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal
• CAS No.: 6980-79-6
• Molecular Formula: C₁₇H₂₄O
• Molecular Weight: 244.377
• Mol file: 6980-79-6.mol

Synonyms:(2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal

Chemical Property of (2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal

There total 26 articles about (2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal 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: 83.0%

(2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal (58526-71-9,59955-09-8) → (2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal (6980-79-6)

Guidance literature:

With diisobutylaluminium hydride; In hexane; chloroform; at -50 ℃; Inert atmosphere;

DOI:10.1021/ja4121814

Reference yield: 79.0%

5-methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hepta-2,4,6-trien-1-ol (14398-56-2) → (2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal (6980-79-6)

Guidance literature:

With manganese(IV) oxide; In Petroleum ether;

Reference yield: 23.3%

(Β-Ionyliden-aethyliden)-acetonitril (59955-09-8) → (2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal (6980-79-6)

Guidance literature:

With sulfuric acid; diisobutylaluminium hydride; In water; toluene; at -5 - 0 ℃; for 1h;

DOI:10.1124/mol.114.096560

upstream raw materials:

(2X,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienal

α-(Trimethylsilyl)-tert-butylacetaldimine

5-methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hepta-2,4,6-trien-1-ol

9-cis-β-ionylidenecrotonaldehyde

Downstream raw materials:

5-methyl-7t-(2,6,6-trimethyl-cyclohex-1-enyl)-hepta-2t,4t,6-trienoic acid methyl ester

(3E,5E,7E,9E)-1,1,1-Trifluoro-8-methyl-10-(2,6,6-trimethyl-cyclohex-1-enyl)-deca-3,5,7,9-tetraen-2-one

(2Z,4E,6E,8E)-7-Methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenenitrile

(2E,4E,6E,8E)-7-methyl-9-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-nona-2,4,6,8-tetraenenitrile

Refernces

• 1、 Okitsu, Takashi,Yamano, Yumiko,Shen, Yi-Chung,Sasaki, Toshikazu,Kobayashi, Yuka,Morisawa, Shoko,Yamashita, Takahiro,Imamoto, Yasushi,Shichida, Yoshinori,Wada, Akimori. "Synthesis of one double bond-inserted retinal analogs and their binding experiments with opsins: Preparation of novel red-shifted channelrhodopsin variants". . p. 265 - 272. Retrieved 2020/11/26.
• 2、 Bassolino, Giovanni,Sovdat, Tina,Liebel, Matz,Schnedermann, Christoph,Odell, Barbara,Claridge, Timothy D.W.,Kukura, Philipp,Fletcher, Stephen P.. "Synthetic control of retinal photochemistry and photophysics in solution". . p. 2650 - 2658. Retrieved 2014/03/21.