cedr-8-en-13-ol

Base Information

• Chemical Name: cedr-8-en-13-ol
• CAS No.: 18319-40-9
• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.355
• Mol file: 18319-40-9.mol

Synonyms:

Chemical Property of cedr-8-en-13-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cedr-8-en-13-ol

There total 13 articles about cedr-8-en-13-ol 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: 50.0%

C15H20O3 (118326-12-8) → (+/-)-8,14-Cedranoxide (13836-90-3,18319-31-8,118354-48-6) + 8-cedren-14-ol (18319-35-2,18319-40-9,118354-44-2)

Guidance literature:

With potassium hydroxide; hydrazine; In ethylene glycol; for 1.5h; Heating;

DOI:10.1016/S0040-4039(00)96939-9

Reference yield:

Acetic acid (E)-6-(2-hydroxy-4,5-dimethoxy-phenyl)-2-methyl-hept-2-enyl ester (118343-53-6) → 8-cedren-14-ol (18319-35-2,18319-40-9,118354-44-2)

Guidance literature:

Multi-step reaction with 5 steps

1: (C₄H₉)NBF₄ / acetic acid; acetic anhydride / electrolysis

2: 51 percent / tetrahydrofuran / 2.2 h / -78 °C

3: 93 percent / oxalic acid / methanol / 14 h / Ambient temperature

4: 72 percent / BF₃ etherate / toluene / 2.7 h / Heating

5: 50 percent / KOH/NH₂NH₂ / ethane-1,2-diol / 1.5 h / Heating

With potassium hydroxide; (C₄H₉)NBF₄; boron trifluoride diethyl etherate; oxalic acid; hydrazine; In tetrahydrofuran; methanol; acetic anhydride; ethylene glycol; acetic acid; toluene;

DOI:10.1016/S0040-4039(00)96939-9

Reference yield:

Acetic acid (3R,3aS,6S,8S,8aS)-6-hydroxy-3,6,8-trimethyl-5,9-dioxo-octahydro-3a,7-methano-azulen-8-ylmethyl ester (118326-11-7) → 8-cedren-14-ol (18319-35-2,18319-40-9,118354-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / BF₃ etherate / toluene / 2.7 h / Heating

2: 50 percent / KOH/NH₂NH₂ / ethane-1,2-diol / 1.5 h / Heating

With potassium hydroxide; boron trifluoride diethyl etherate; hydrazine; In ethylene glycol; toluene;

DOI:10.1016/S0040-4039(00)96939-9

upstream raw materials:

8-Cedren-13-saeure-methylester

Cedrolsaeuremethylester

C₁₅H₂₀O₃

Acetic acid (E)-6-(2-hydroxy-4,5-dimethoxy-phenyl)-2-methyl-hept-2-enyl ester

Refernces

• 1、 Shizurif, Yoshikazu,Okuno, Yoshishige,Shigemori, Hideyuki,Yamamura, Shosuke. "EFFICIENT SYNTHESIS OF (+/-)-8,14-CEDRANOXIDE USING ELECTROCHEMICAL METHODS AS A KEY STEP". . p. 6661 - 6664. Retrieved 2007/10/02.