(2E,6E)-8-Hydroxy-2,6-dimethyl-2,6-octadienoic acid

Base Information

• Chemical Name: (2E,6E)-8-Hydroxy-2,6-dimethyl-2,6-octadienoic acid
• CAS No.: 26187-80-4
• Molecular Formula: C10H16 O3
• Molecular Weight: 184.235
• Hs Code.: 2918199090
• Mol file: 26187-80-4.mol

Synonyms:2,6-Octadienoicacid, 8-hydroxy-2,6-dimethyl-, (E,E)- (8CI); Foliamenthic acid

Chemical Property of (2E,6E)-8-Hydroxy-2,6-dimethyl-2,6-octadienoic acid

Chemical Property:

• PSA: 57.53000
• LogP: 1.73610

Purity/Quality:

98%min ^*data from raw suppliers

Foliamenthoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2E,6E)-8-Hydroxy-2,6-dimethyl-2,6-octadienoic acid

There total 11 articles about (2E,6E)-8-Hydroxy-2,6-dimethyl-2,6-octadienoic acid 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: 92.0%

(2E,6E)-8-β-D-glucopyranosyloxy-2,6-dimethyl-2,6-octadienoic acid (1326304-00-0) → 2,6-trans-2,6-dimethyl-8-hydroxy-2,6-octadienoic acid (26187-80-4)

Guidance literature:

With β-glucosidase from almond; water; at 37 ℃; for 24h; Enzymatic reaction;

DOI:10.1248/cpb.58.1403

Reference yield: 59.0%

(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoic acid (83852-61-3) → 2,6-trans-2,6-dimethyl-8-hydroxy-2,6-octadienoic acid (26187-80-4)

Guidance literature:

(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoic acid; With methanol; water; potassium carbonate; at 20 ℃;

With hydrogenchloride; water; In methanol; dichloromethane; pH=3;

Reference yield: 32.0%

(2E,6E)-8-hydroxy-2,6-dimethylocta-2,6-dienal (38290-51-6) → 2,6-trans-2,6-dimethyl-8-hydroxy-2,6-octadienoic acid (26187-80-4)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.jafc.6b04534

upstream raw materials:

(2E,6E)-3,7-dimethyl-8-oxoocta-2,6-dien-1-yl acetate

(E)-(S)-2,6-Dimethyl-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-octa-2,7-dienoic acid methyl ester

acaciaside A permethylate

acaciagenin A

Downstream raw materials:

16,16'-dihydroxylycopene

(2E,6E-dimethylocta-2,6-dienoic acid methyl ester)triphenylphosphonium bromide

6-<7-carboxy-3-methyl-(2E,6E)-2,6-octadienyl>-2,3-dimethoxy-5-methyl-1,4-benzoquinone

[5-((2E,6E)-8-Chloro-3,7-dimethyl-octa-2,6-dienyl)-2,6,6-trimethyl-cyclohex-1-enyl]-acetonitrile

Refernces

• 1、 Elsharif, Shaimaa Awadain,Buettner, Andrea. "Structure-Odor Relationship Study on Geraniol, Nerol, and Their Synthesized Oxygenated Derivatives". . p. 2324 - 2333. Retrieved 2018.
• 2、 -. "METHODS FOR SYNTHESIS OF CHIRAL INTERMEDIATES OF CAROTENOIDS, CAROTENOID ANALOGS, AND CAROTENOID DERIVATIVES". Page/Page column 54. . Retrieved 2010/10/20.