17766-02-8

Basic information

• Product Name: [6aS,(+)]-6aα,7,8,10aβ-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol
• Synonyms: [6aS,(+)]-6aα,7,8,10aβ-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol;d-Δ9-Tetrahydrocannabinol
• CAS NO: 17766-02-8
• Molecular Formula: C21H30O2
• Molecular Weight: 314.4617
• Mol File: 17766-02-8.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [6aS,(+)]-6aα,7,8,10aβ-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: [6aS,(+)]-6aα,7,8,10aβ-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol(17766-02-8)
• EPA Substance Registry System: [6aS,(+)]-6aα,7,8,10aβ-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol(17766-02-8)

Safety Data

• Hazardous Substances Data: 17766-02-8(Hazardous Substances Data)

Upstream product

• 16850-65-0 Methyl tetrahydrocannabinolate 
• 141-27-5 3,7-dimethyl-2,6-octadienal 
• 500-66-3 Olivetol 
• 3411-09-4 (E)-4-(2,6-dimethoxy-4-pentylphenyl)but-3-en-2-one 
• 7663-54-9 2',6'-dimethoxy-1'-((E)-3-methylbuta-1,3-dienyl)-4'-pentylbenzene 
• 3410-84-2 2,6-dimethoxy-4-pentylbenzaldehyde 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 5989-54-8 (-)-(S)-limonene 
• 74219-29-7 (1'S,2'S)-5'-methyl-4-pentyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro-[1,1'-biphenyl]-2,6-diol 
• 491-05-4 trans/cis-isopiperitenol 
• 930597-99-2 1-(2,6-dimethoxy-4-pentylphenyl)prop-2-en-1-ol 
• 917-64-6 methyl magnesium iodide 
• 861892-40-2 (4R)-1-methyl-4-(2-(1-propylene))-2-cyclohexene-2-ol 
• 58016-28-7 methyl 2,6-dihydroxy-6-pentylbenzoate 

Downstream Products

• 16849-50-6 tetrahydrocannabinol 

Relevant articles and documents

Δ9-cis-Tetrahydrocannabinol: Natural Occurrence, Chirality, and Pharmacology

Thecis-stereoisomers of Δ9-THC [(?)- 3 and (+)- 3 ] were identified and quantified in a series of low-THC-containing varieties ofCannabis sativaregistered in Europe as fiber hemp and in research accessions of cannabis. While Δ9-cis-THC ( 3 ) occurs in cannabis fiber hemp in the concentration range of (?)-Δ9-trans-THC [(?)- 1 ], it was undetectable in a sample of high-THC-containing medicinal cannabis. Natural Δ9-cis-THC ( 3 ) is scalemic (ca. 80-90% enantiomeric purity), and the absolute configuration of the major enantiomer was established as 6aS,10aR[(?)- 3 ] by chiral chromatographic comparison with a sample available by asymmetric synthesis. The major enantiomer, (?)-Δ9-cis-THC [(?)- 3 ], was characterized as a partial cannabinoid agonist in vitro and elicited a full tetrad response in mice at 50 mg/kg doses. The current legal discrimination between narcotic and non-narcotic cannabis varieties centers on the contents of “Δ9-THC and isomers” and needs therefore revision, or at least a more specific wording, to account for the presence of Δ9-cis-THCs [(+)- 3 and (?)- 3 ] in cannabis fiber hemp varieties.

CATALYTIC CANNABINOID PROCESSES AND PRECURSORS

The present disclosure relates to new cannabinoid sulfonate esters and processes for their use to prepare cannabinoids. The disclosure also relates to the use of catalysts and catalytic processes for the preparation of cannabinoids from the cannabinoid sulfonate esters.

Stereodivergent total synthesis of Δ9-tetrahydrocannabinols

All four stereoisomers of Δ9-tetrahydrocannabinol (Δ9-THC) were synthesized in concise fashion using stereodivergent dual catalysis. Thus, following identical synthetic sequences and applying identical reaction conditions to the same