6H-Dibenzo(b,d)pyran-1-ol, 6a-beta,7,8,10-a-beta-tetrahydro-3-pentyl-6,6,9-trimethyl-, (+-)-Z-

Base Information

• Chemical Name: 6H-Dibenzo(b,d)pyran-1-ol, 6a-beta,7,8,10-a-beta-tetrahydro-3-pentyl-6,6,9-trimethyl-, (+-)-Z-
• CAS No.: 6087-73-6
• Molecular Formula: C21H30O2
• Molecular Weight: 314.4617
• DSSTox Substance ID: DTXSID00209718
• Nikkaji Number: J2.196.428J
• ChEMBL ID: CHEMBL4862731

Synonyms:dl-cis-delta(sup 9)-Thc;6H-Dibenzo(b,d)pyran-1-ol, 6a-beta,7,8,10-a-beta-tetrahydro-3-pentyl-6,6,9-trimethyl-, (+-)-Z-;6087-73-6;CHEMBL4862731;(6aR,10aS)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol;(+/-)-cis-?9-THC;SCHEMBL22705549;SCHEMBL24702729;DTXSID00209718;BDBM50577908;LS-61177;(6aR)-6,6,9-Trimethyl-3-pentyl-6abeta,7,8,10abeta-tetrahydro-6H-dibenzo[b,d]pyran-1-ol;6H-Dibenzo[b,d]pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, cis-(.+.)-;69855-10-3

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Chemical Property of 6H-Dibenzo(b,d)pyran-1-ol, 6a-beta,7,8,10-a-beta-tetrahydro-3-pentyl-6,6,9-trimethyl-, (+-)-Z-

Chemical Property:

• Vapor Pressure: 1.18E-06mmHg at 25°C
• Boiling Point: 390.4°C at 760 mmHg
• Flash Point: 149.3°C
• Density: 1.015g/cm³
• XLogP3: 7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 314.224580195
• Heavy Atom Count: 23
• Complexity: 439

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCC1=CC(=C2C3C=C(CCC3C(OC2=C1)(C)C)C)O
• Isomeric SMILES: CCCCCC1=CC(=C2[C@H]3C=C(CC[C@H]3C(OC2=C1)(C)C)C)O

Technology Process of 6H-Dibenzo(b,d)pyran-1-ol, 6a-beta,7,8,10-a-beta-tetrahydro-3-pentyl-6,6,9-trimethyl-, (+-)-Z-

There total 14 articles about 6H-Dibenzo(b,d)pyran-1-ol, 6a-beta,7,8,10-a-beta-tetrahydro-3-pentyl-6,6,9-trimethyl-, (+-)-Z- 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: 78.0%

Methyl tetrahydrocannabinolate (16850-65-0) → 1Δ-Tetrahydrocannabinol (1972-08-3,3556-79-4,6087-73-6,6465-30-1,16849-50-6,17766-02-8,26906-54-7,43009-38-7,69855-10-3)

Guidance literature:

With sodium hydroxide; In methanol; water;

DOI:10.1016/S0040-4039(00)87498-5

Reference yield: 70.0%

rel-(6aS,10aR)-6a,7,8,10a-tetrahydro-1-methoxy-6,6,9-trimethyl-3-pentyl-6H-benzo[c]chromene → (+/-)-cis-6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol (1972-08-3,3556-79-4,6087-73-6,6465-30-1,16849-50-6,17766-02-8,26906-54-7,43009-38-7,69855-10-3)

Guidance literature:

With sodium thiomethoxide; In N,N-dimethyl-formamide; at 140 ℃; for 14h;

DOI:10.1021/jo200796b

Reference yield: 65.0%

1-<2',6'-di(methoxymethyloxy)-4'-pentylphenyl>-3,7-dimethylocta-2,6-dien-1-ol → (+/-)-cis-6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol (1972-08-3,3556-79-4,6087-73-6,6465-30-1,16849-50-6,17766-02-8,26906-54-7,43009-38-7,69855-10-3)

Guidance literature:

With chloro-trimethyl-silane; tetraethylammonium bromide; In dichloromethane; for 6h; Ambient temperature;

DOI:10.1071/CH9842339

upstream raw materials:

Olivetol

(E/Z)-3,7-dimethyl-2,6-octadienal

2,6-dimethoxy-4-pentylbenzaldehyde

2',6'-dimethoxy-1'-((E)-3-methylbuta-1,3-dienyl)-4'-pentylbenzene