877660-90-7

Usage

Chemical structure

A benzene ring with two hydroxyl (OH) groups attached at the 1 and 3 positions, and a pentyl group attached at the 5 position.

Cyclic structure

Contains a six-membered ring with a methyl and isopropyl group attached.

Stereochemistry

The compound has a (1S,6S) configuration, indicating the specific arrangement of atoms in the cyclic structure.

Functional groups

Hydroxyl (OH) groups and a pentyl chain.

Molecular weight

Approximately 282 g/mol (calculated from the molecular formula).

Appearance

Likely a colorless to pale yellow liquid or solid, depending on the conditions.

Solubility

Soluble in organic solvents such as ethanol, methanol, and acetone.

Applications

Used in the production of various pharmaceuticals and cosmetic products.

Biological activities

Studied for potential therapeutic properties and biological activities.

Stability

May be sensitive to heat, light, and oxidation, requiring proper storage conditions.

Safety

As with any chemical compound, appropriate safety measures should be taken when handling, such as using gloves, eye protection, and a fume hood.

Environmental impact

The environmental impact of 1,3-Benzenediol, 2-[(1S,6S)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]-5-pentyl- is not well-established, but it should be handled and disposed of according to local regulations and guidelines.

Synthesis

The compound can be synthesized through various chemical reactions, likely involving the formation of the benzene ring, attachment of the hydroxyl groups, and construction of the cyclic structure.

Purity

The purity of the compound may vary depending on the synthesis method and purification techniques used.

Upstream product

• 13956-29-1 CBD 
• 619-62-5 (+)-4-isopropyl-1-methylcyclohex-2-en-1-ol 
• 500-66-3 Olivetol 
• 99-83-2 (S)-2-methyl-5-(1-methylethyl)-1,3-cyclohexadiene 
• 140633-46-1 endo-9-Bromo-3-(2,6-dimethoxy-4-n-pentylphenyl)camphor 
• 67895-00-5 (2,6-dimethoxy-4-pentylphenyl)lithium 
• 10293-10-4 3-endo-9-dibromo-1,7,7-trimethylbicyclo<2.2.1>heptan-2-one 
• 38344-42-2 (R)-(-)-α-phellandren-8-ol 
• 140633-48-3 Phosphoric acid (5R,6R)-6-(2,6-dimethoxy-4-pentyl-phenyl)-5-isopropenyl-2-methyl-cyclohex-1-enyl ester diethyl ester 
• 5989-27-5 D-limonene 
• 117556-62-4 (1S,4S)-4-isopropyl-1-methyl-2-cyclohexen-1-ol 
• 125627-55-6 (1S,2S,4R)-4-isopropyl-1-methyl-2-phenylselenenylcyclohexan-1-ol 

Downstream Products

• 1356188-23-2 (-)-8,9-dihydro-CBD diacetate 
• 1356188-36-7 (-)-8,9-dihydro-CBD-7-oic acid 
• 1356188-33-4 (-)-8,9-dihydro-CBD-7-oic acid diacetate 

Relevant academic research and scientific papers

Stereoselective Synthesis of Nonpsychotic Natural Cannabidiol and Its Unnatural/Terpenyl/Tail-Modified Analogues

Here, we report a three-step concise and stereoselective synthesis route to one of the most important phytocannabinoids, namely, (-)-cannabidiol (-CBD), from inexpensive and readily available starting material R-(+)-limonene. The synthesis involved the diastereoselective bifunctionalization of limonene, followed by effective elimination leading to the generation of key chiral p-mentha-2,8-dien-1-ol. The chiral p-mentha-2,8-dien-1-ol on coupling with olivetol under silver catalysis provided regiospecific (-)-CBD, contrary to reported ones which gave a mixture. The newly developed approach was further extended to its structural analogues cannabidiorcin and other tail/terpenyl-modified analogues. Moreover, its opposite isomer (+)-cannabidiol was also successfully synthesized from S-(-)-limonene.

Photochemistry of Cannabidiol (CBD) Revised. A Combined Preparative and Spectrometric Investigation

Cannabis is a plant with an astonishing ability to biosynthesize cannabinoids, and more than 100 molecules belonging to this class have been isolated. Among them in recent years cannabidiol (CBD) has received the interest of pharmacology as the major nonpsychotropic cannabinoid with many potential clinical applications. Although the reactivity of CBD has been widely investigated, only little attention has been given to the possible photodegradation of this cannabinoid, and the data available in the literature are outdated and, in some cases, conflicting. The aim of the present work is providing a characterization of the photochemical behavior of CBD in organic solvents, through a detailed GC-MS analyses, isolation, and NMR characterization of the photoproducts obtained.

CANNABINOID DERIVATIVES

This disclosure provides 8,9-dihydrocannabinoid derivatives, deuterated cannabinoid derivatives, and tritiated cannabinoid derivatives. The disclosure also provides compositions, methods of use, and processes of preparation of the foregoing derivatives.

PROCESS FOR THE SYNTHESIS OF CANNABIDIOL AND INTERMEDIATES THEREOF

The present invention relates to process for the preparation of cannabidiol (A) from the coupling of (D) and (E) through the intermediates (C) and (D) starting from compound (B). The invention further relates to the novel compounds (B), (C), (D) and (E) and reagents used in this process. More specifically, this invention provides the manufacturing of Cannabidiol (A) in milligram to gram or kilogram scale.

ONE-STEP FLOW-MEDIATED SYNTHESIS OF CANNABIDIOL (CBD) AND DERIVATIVES

Herein are described apparatus and processes for the preparation of cannabinoids, such as cannabidiol (CBD) and derivatives thereof. The apparatus and processes described can be used for the one-step, flow-mediated synthesis of cannabidiol and derivatives with improved overall yield, material throughput, and product purity relative to batch processes.

FLOURINATED CBD COMPOUNDS, COMPOSITIONS AND USES THEREOF

The present invention relates to fluorine substituted CBD compounds, compositions thereof and uses thereof for the preparation of medicaments.

HU-446 and HU-465, Derivatives of the Non-psychoactive Cannabinoid Cannabidiol, Decrease the Activation of Encephalitogenic T Cells

Cannabidiol (CBD), the non-psychoactive cannabinoid, has been previously shown by us to decrease peripheral inflammation and neuroinflammation in mouse experimental autoimmune encephalomyelitis (EAE) model of multiple sclerosis (MS). Here we have studied

NON PSYCHOACTIVE CANNABINOIDS AND USES THEREOF

The present invention provides dihydro-CBD compounds of formula (I) and derivatives thereof, compositions comprising them and uses thereof in the manufacture of medicaments for the treatment of conditions, diseases, disorders or symptoms associated with i

A One-Step Method for the α-Arylation of Camphor. Synthesis of (-)-Cannabidiol and (-)-Cannabidiol Dimethyl Ether

The syntheses of (-)-cannabidiol and (-)-cannabidiol dimethyl ether were accomplished via fragmentation of an appropriately substituted 9-bromocamphor derivative.A new method of α-arylation of 3,9-dibromocamphor was shown to provide a variety of α-arylated camphor derivatives in good yields.