2,4,6-Octatrienedioic acid, 2,7-dimethyl-, diethyl ester, (E,E,E)-

Base Information

• Chemical Name: 2,4,6-Octatrienedioic acid, 2,7-dimethyl-, diethyl ester, (E,E,E)-
• CAS No.: 64768-01-0
• Molecular Formula: C14H20O4
• Molecular Weight: 252.31
• Mol file: 64768-01-0.mol

Synonyms:

Chemical Property of 2,4,6-Octatrienedioic acid, 2,7-dimethyl-, diethyl ester, (E,E,E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4,6-Octatrienedioic acid, 2,7-dimethyl-, diethyl ester, (E,E,E)-

There total 1 articles about 2,4,6-Octatrienedioic acid, 2,7-dimethyl-, diethyl ester, (E,E,E)- 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:

ethyl diazoalaninate (6111-99-5) → diethyl 2,7-dimethyl-2(E),4(E),6(E)-octatriene-1,8-dioate (64768-01-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 2) iodine / 1) dirhodium tetraacetate / 1) 18 h, 2) CH₂Cl₂, RT, 6 h

2: 1) NaH / 1) THF, 10 min, RT, 2) THF, 12 h

With iodine; sodium hydride; dirhodium tetraacetate;

DOI:10.1021/jo00312a031

Reference yield:

diethyl 2,7-dimethyl-2(E),4(E),6(E)-octatriene-1,8-dioate (64768-01-0) → crocetin (27876-94-4)

Guidance literature:

Multi-step reaction with 5 steps

1: diisobutylaluminium hydride / hexane / 3 h / -78 - -20 °C / Inert atmosphere

2: manganese(IV) oxide / acetone / 0 - 20 °C

3: toluene / 6 h / 130 °C / Reflux

4: sodium hydroxide / water; methanol / Reflux

5: phosphoric acid

With manganese(IV) oxide; phosphoric acid; diisobutylaluminium hydride; sodium hydroxide; In methanol; hexane; water; acetone; toluene;

DOI:10.1021/acs.jafc.7b01668

Reference yield:

diethyl 2,7-dimethyl-2(E),4(E),6(E)-octatriene-1,8-dioate (64768-01-0) → (2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial (5056-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / hexane / 3 h / -78 - -20 °C / Inert atmosphere

2: manganese(IV) oxide / acetone / 0 - 20 °C

With manganese(IV) oxide; diisobutylaluminium hydride; In hexane; acetone;

DOI:10.1021/acs.jafc.7b01668

upstream raw materials:

ethyl diazoalaninate

Downstream raw materials:

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial

Crocetindimethylester

sodium (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate

crocetin

Refernces