12-methoxypodocarpa-8,11,13-trien-19-ol

Base Information

• Chemical Name: 12-methoxypodocarpa-8,11,13-trien-19-ol
• CAS No.: 1224-26-6
• Molecular Formula: C₁₈H₂₆O₂
• Molecular Weight: 274.403
• Mol file: 1224-26-6.mol

Synonyms:

Chemical Property of 12-methoxypodocarpa-8,11,13-trien-19-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 12-methoxypodocarpa-8,11,13-trien-19-ol

There total 2 articles about 12-methoxypodocarpa-8,11,13-trien-19-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: 92.0%

methyl 12-methoxypodocarpa-8,11,13-trien-19-oate (1231-74-9,41437-72-3,56907-90-5,57526-09-7,57794-12-4,66211-60-7,66241-95-0) → 12-methoxypodocarpa-8,11,13-trien-19-ol (1224-26-6,16826-86-1,89193-95-3,109555-97-7,124819-83-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

Reference yield:

→ 12-methoxypodocarpa-8,11,13-trien-19-ol (1224-26-6,16826-86-1,89193-95-3,109555-97-7,124819-83-6)

Guidance literature:

aus 12-O-Methylpodocarpat (II) u. LiAlH4;

DOI:10.1002/oms.1210100303

Reference yield:

12-methoxypodocarpa-8,11,13-trien-18-ol (1224-26-6) → premnolal (68042-46-6)

Guidance literature:

Multi-step reaction with 14 steps

1: pyridine / 3 h / 80 - 90 °C

2: sodium iodide, Zn / dimethylformamide / 6 h / 110 - 115 °C

3: 83 percent / boron tribromide / CH₂Cl₂ / 1 h / 5 - 10 °C

4: 12 percent / acetic acid / 0.5 h / Heating

5: lithium aluminium hydride / diethyl ether / 1.5 h / Ambient temperature

6: 0.08 h / Heating

7: 294 mg / nitric acid, acetic anhydride / 0.5 h / -10 - -7 °C

8: 478 mg / potassium carbonate / butan-2-one / 5 h / Heating

9: H₂ / PtO₂ / ethanol / 3 h / Ambient temperature

10: 1.) sodium nitrite, 2percent aq. sulfuric acid, 2.) water / 1.) THF, from -10 deg C to -7 deg C, 30 min, 2.) from 80 deg C to 90 deg C, 5 min

11: lithium aluminium hydride / diethyl ether / 1.5 h / Ambient temperature

12: 74 percent / potassium carbonate / butan-2-one / 10 h / Heating

13: 83 percent / barium manganate / CH₂Cl₂ / 24 h / Ambient temperature

14: 88 percent / aluminium chloride / CH₂Cl₂ / 6 h / Heating

With pyridine; lithium aluminium tetrahydride; aluminium trichloride; barium manganate; sulfuric acid; water; hydrogen; nitric acid; acetic anhydride; boron tribromide; potassium carbonate; acetic acid; sodium iodide; zinc; sodium nitrite; platinum(IV) oxide; In diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; butanone;

DOI:10.1246/bcsj.56.290

upstream raw materials:

methyl 12-methoxypodocarpa-8,11,13-trien-19-oate

Downstream raw materials:

premnolal