14-HYDROXYDEHYDROABIETANE

Base Information

• Chemical Name: 14-HYDROXYDEHYDROABIETANE
• CAS No.: 67119-95-3
• Molecular Formula: C20H30O
• Molecular Weight: 286.458
• Mol file: 67119-95-3.mol

Synonyms:14-HYDROXYDEHYDROABIETANE

Chemical Property of 14-HYDROXYDEHYDROABIETANE

Chemical Property:

• PSA: 20.23000
• LogP: 5.54580

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 14-HYDROXYDEHYDROABIETANE

There total 43 articles about 14-HYDROXYDEHYDROABIETANE 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: 95.0%

14-methoxyabieta-8,11,13-triene (67119-94-2) → (5S,10S)-abieta-9,11,13-trien-14-ol (67119-95-3)

Guidance literature:

With boron tribromide; In dichloromethane; at -10 ℃; for 0.5h;

DOI:10.1055/s-2004-835625 DOI:10.1016/j.tet.2007.07.088

Reference yield: 94.0%

(5S,10S)-14-acetoxyabieta-9,11,13-triene (927179-78-0) → (5S,10S)-abieta-9,11,13-trien-14-ol (67119-95-3)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; methanol; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2006.11.072

Reference yield:

abietic acid (514-10-3) → (5S,10S)-abieta-9,11,13-trien-14-ol (67119-95-3)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 58 percent / Me₃NO*2H₂O; pyridine; aq. OsO₄ / 2-methyl-propan-2-ol / 168 h / Heating

2.1: K₂CO₃ / acetone / 0.25 h / 20 °C

2.2: 94 percent / acetone / 24 h / Heating

3.1: 92 percent / (PhSe)2; t-BuOOH / decane; CCl₄ / 2 h / Heating

4.1: 91 percent / p-toluenesulfonic acid / toluene / 10 h / Heating

5.1: K₂CO₃ / acetone / 0.25 h / 20 °C

5.2: 91 percent / acetone / 15 h / Heating

6.1: 95 percent / LiAlH₄ / tetrahydrofuran / 3 h / 20 °C

7.1: 93 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

8.1: 90 percent / NaI / hexamethylphosphoric acid triamide / 72 h / Heating

9.1: 96 percent / LiAlH₄ / tetrahydrofuran / 24 h / Heating

10.1: 95 percent / BBr₃ / CH₂Cl₂ / 0.5 h / -10 °C

With pyridine; tert.-butylhydroperoxide; osmium(VIII) oxide; lithium aluminium tetrahydride; trimethylamine-N-oxide; diphenyl diselenide; boron tribromide; potassium carbonate; toluene-4-sulfonic acid; triethylamine; sodium iodide; In tetrahydrofuran; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; decane; dichloromethane; acetone; toluene; tert-butyl alcohol;

DOI:10.1016/j.tet.2007.07.088

upstream raw materials:

(4bS,8aS)-2-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydro-phenanthrene-1,10-diol

6α-acetoxy-7ξ,14-dihydroxyabieta-8,11,13-triene

14-methoxyabieta-8,11,13-triene

Trifluoro-acetic acid (4bS,8aS)-2-isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-1-yl ester

Downstream raw materials:

(+)-confertifoline

(+)-winterin

(+)-valdiviolide