877660-90-7

Basic information

• Product Name: 1,3-Benzenediol, 2-[(1S,6S)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]-5-pentyl-
• CAS NO: 877660-90-7
• Molecular Formula: C21H32O2
• Molecular Weight: 316.484
• Mol File: 877660-90-7.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 1,3-Benzenediol, 2-[(1S,6S)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]-5-pentyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Benzenediol, 2-[(1S,6S)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]-5-pentyl-(877660-90-7)
• EPA Substance Registry System: 1,3-Benzenediol, 2-[(1S,6S)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]-5-pentyl-(877660-90-7)

Safety Data

• Hazardous Substances Data: 877660-90-7(Hazardous Substances Data)

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 this compound 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 articles and documents

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.

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.