α-Cannabispiranol

Base Information

• Chemical Name: α-Cannabispiranol
• CAS No.: 69636-83-5
• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.322
• Mol file: 69636-83-5.mol

Synonyms:a-Cannabispiranol

Chemical Property of α-Cannabispiranol

Chemical Property:

• PSA: 49.69000
• LogP: 2.51970

Purity/Quality:

≥98% ^*data from raw suppliers

alpha-Cannabispiranol ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of α-Cannabispiranol

There total 20 articles about α-Cannabispiranol 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: 7.0%

cannabispirone (61262-81-5) → α-cannabispiranol (69636-83-5) + β-cannabispiranol (64052-90-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 3h;

Reference yield:

5,7-dimethoxyindan-1-one (880-87-5) → α-cannabispiranol (69636-83-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 84 percent / potassium t-butoxide / 2-methyl-propan-2-ol; 1,2-dimethoxy-ethane / 50 h / 20 °C

2: 84 percent / n-butyl-lithium, diethylamine / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide

3: 1.) di-isobutylaluminium hydride, 2.) aqueous acetic acid / 1.) toluene, -78 deg C, 2.5 h, 2.) room temperature, 30 min

4: 98 percent / m-hydrochloric acid / tetrahydrofuran / 12 h

5: 92 percent / aqueous potassium hydroxide / methanol / 24 h / 20 °C

6: 85 percent / lithium 1,1-dimethylethanethiolate / hexamethylphosphoric acid triamide / 2 h / 70 °C

7: 51 mg / H₂ / 5percent Pd-C / ethyl acetate

8: 33 percent / sodium borohydride / methanol / 3 h

With hydrogenchloride; lithium tert-butylsulfide; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; diisobutylaluminum hydride; potassium tert-butylate; hydrogen; acetic acid; diethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; hexane; ethyl acetate; tert-butyl alcohol;

Reference yield:

3-(3,5-dimethoxyphenyl)propionic acid (717-94-2) → α-cannabispiranol (69636-83-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 91 percent / polyphosphoric acid / 2 h / 70 °C

2: 84 percent / potassium t-butoxide / 2-methyl-propan-2-ol; 1,2-dimethoxy-ethane / 50 h / 20 °C

3: 84 percent / n-butyl-lithium, diethylamine / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide

4: 1.) di-isobutylaluminium hydride, 2.) aqueous acetic acid / 1.) toluene, -78 deg C, 2.5 h, 2.) room temperature, 30 min

5: 98 percent / m-hydrochloric acid / tetrahydrofuran / 12 h

6: 92 percent / aqueous potassium hydroxide / methanol / 24 h / 20 °C

7: 85 percent / lithium 1,1-dimethylethanethiolate / hexamethylphosphoric acid triamide / 2 h / 70 °C

8: 51 mg / H₂ / 5percent Pd-C / ethyl acetate

9: 33 percent / sodium borohydride / methanol / 3 h

With hydrogenchloride; lithium tert-butylsulfide; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; PPA; diisobutylaluminum hydride; potassium tert-butylate; hydrogen; acetic acid; diethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; hexane; ethyl acetate; tert-butyl alcohol;

upstream raw materials:

cannabispirone

cannabispiradienone-A

(+/-)-cannabispirenone-A

5,7-dimethoxyindan-1-one

Refernces

• 1、 Crombie, Leslie,Powell, Michael J.,Tuchinda, Patoomratana. "SYNTHESIS OF THE FIVE NATURAL CANNABIS SPIRANS". . p. 3603 - 3606. Retrieved 2007/10/02.