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38862-65-6

  • Product Name:Ethyl Olivetolate
  • Molecular Formula:C14H20O4
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Product Details

Purity:99%

High Purity Pharmaceutical Grade Ethyl Olivetolate 38862-65-6 Manufacturer

38862-65-6 Name

Name

Ethyl Olivetolate

Synonym

Ethyl Olivetolate;BENZOIC ACID, 2,4-DIHYDROXY-6-PENTYL-, ETHYL ESTER;ethyl 2,4-dihydroxy-6-pentylbenzoate;2,4-dihydroxy-6-n-pentylbenzoic acid ethyl ester;ethyl 2,4-dihydroxy-6-pentylbenzoate(Ethyl olivetolate);2,4-Dihydroxy-6-pentyl-benzoesaeure-aethylester

 

 Chemical & Physical Properties

Melting point 

69 °C

Boiling point

420.4±30.0 °C(Predicted)

Density

1.131±0.06 g/cm3(Predicted)

Molecular Formula

C14H20O4

Molecular Weight

252.30600

PSA

66.76000

LogP

3.00720

Exact Mass

252.13600

Pharmaceutical Grade Ethyl Olivetolate 38862-65-6 Usage

Ethyl Olivetolate is used for preparation of crystalline Cannabidiol for pharmaceutical formulations. Olivetol and ethyl olivetolate which are cannabinoid precursors were not biotransformed to cannabinoids.

 

38862-65-6 Relevant articles

Prenylation of olivetolate by a hemp transferase yields cannabigerolic acid, the precursor of tetrahydrocannabinol

M Fellermeier, MH Zenk

FEBS Letters Volume 427, Issue 2, 8 May 1998, Pages 283-285

A new enzyme, geranylpyrophosphate:olivetolate geranyltransferase (GOT), the first enzyme in the biosynthesis of cannabinoids could be detected in extracts of young leaves of Cannabis sativa. Influence of substrates, cofactors and inhibitors on the activity of geranylpyrophosphate:olivetolate geranyltransferase.

Process for production of delta-9- tetrahydrocannabinol

-

Page/Page column 9, (2010/11/26)

The present invention relates to a process for preparation of a delta-9-tetrahydrocannabinol compound or derivative thereof involving treating a first intermediate compound with an organoaluminum-based Lewis acid catalyst, under conditions effective to produce the delta-9-tetrahydrocannabinol compound or derivative thereof. The present invention also relates to a compound of the formula: where R8, R9, and R10 are the same or different and independently selected from the group consisting of H, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or halo, with R1, R2, and R3 defined herein.

Inhibition of prostaglandin biosynthesis by 4-O-methylcryptochlorophaeic acid; synthesis of monomeric arylcarboxylic acids for inhibitory activity testing and X-ray analysis of 4-O-methylcryptochlorophaeic acid

Shibuya,Ebizuka,Noguchi,Iitaka,Sankawa

, p. 407 - 413 (2007/10/02)

In order to clarify the structure-activity relationship of 4-O-methylcryptochlorophaeic acid (1), which is a lichen meta-depside and a potent inhibitor of prostaglandin (PG) biosynthesis found in our previous screening work, arylcarboxylic acids (5-8) corresponding to the monomeric moieties of 4-O-methylcryptochlorophaeic acid (1) were synthesized and tested for inhibitory effect against PG biosynthesis by an enzyme system prepared from rabbit renal medulla. Based on these findings, a new active site model of fatty acid cylooxygenase is proposed in order to explain the inhibition by the meta-depside and acidic non-steroidal antiinflammatory drugs.

38862-65-6 Process route

C<sub>14</sub>H<sub>18</sub>Br<sub>2</sub>O<sub>2</sub>

C14H18Br2O2

2,4-dihydroxy-6-n-pentylbenzoic acid ethyl ester
38862-65-6

2,4-dihydroxy-6-n-pentylbenzoic acid ethyl ester

Conditions
Conditions Yield
With water; sodium citrate; 5% palladium over charcoal; In ethanol; at 60 ℃; for 6h;
72%
3,5-dibromo-2,4-dihydroxy-6-n-pentylbenzoic acid ethyl ester
58497-40-8

3,5-dibromo-2,4-dihydroxy-6-n-pentylbenzoic acid ethyl ester

2,4-dihydroxy-6-n-pentylbenzoic acid ethyl ester
38862-65-6

2,4-dihydroxy-6-n-pentylbenzoic acid ethyl ester

Conditions
Conditions Yield
With hydrogen; sodium acetate; palladium on activated charcoal; In acetic acid; Ambient temperature;
92%
With sodium hydroxide; palladium; Hydrogenation;
 
With hydrogen; palladium on activated charcoal;
 
With palladium 10% on activated carbon; hydrogen; sodium citrate; In ethanol; water; at 55 - 65 ℃; for 14h; under 3800.26 Torr; Autoclave;
 

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