15-nor-3-oxo cedrane

Base Information

• Chemical Name: 15-nor-3-oxo cedrane
• CAS No.: 52153-97-6
• Molecular Formula: C₁₄H₂₂O
• Molecular Weight: 206.328
• Mol file: 52153-97-6.mol

Synonyms:15-nor-3-oxo cedrane

Chemical Property of 15-nor-3-oxo cedrane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 15-nor-3-oxo cedrane

There total 1 articles about 15-nor-3-oxo cedrane 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:

(+)-cedrol (77-53-2) → β‐cedrene (546-28-1) + ((3aR)-1.1.4c-trimethyl-2c-acetyl-(6acH)-hexahydro-3H-pentalenyl-(3ar))-acetic acid (142864-21-9) + 15-nor-3-oxo cedrane (52153-97-6) + (1R,3R,5S,8R)-3-acetyl-1-(2-oxoethyl)-4,4,8-trimethylbicyclo[3.3.0]octane

Guidance literature:

With pyridine; ruthenium trichloride; sodium periodate; trichlorophosphate; Yield given. Multistep reaction. Yields of byproduct given; 1.) toluene, room temp., 16 h, 2.) CCl₄, CH₃CN, H₂O, room temp., 5 h;

DOI:10.1016/S0040-4020(98)00928-4

Reference yield:

methyllithium (917-54-4) + 15-nor-3-oxo cedrane (52153-97-6) → (+)-cedrol (77-53-2)

Guidance literature:

In diethyl ether; Heating;

DOI:10.1021/ja01475a030

Reference yield:

dl-cedrone (40768-82-9,50896-62-3,50896-63-4,52153-97-6) → (+/-)-cedrene (469-61-4,19069-48-8,22567-43-7,35944-22-0,35964-52-4,37720-32-4,38227-40-6,50894-66-1,65354-33-8,65981-45-5)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

2: 1.) SOCl₂, 2.) TsOH / 1.) pyridine, 2.) CH₂Cl₂

With thionyl chloride; toluene-4-sulfonic acid; In diethyl ether;

DOI:10.1016/S0040-4039(98)01680-3

upstream raw materials:

(+)-cedrol

Downstream raw materials:

(+/-)-cedrene

(+)-cedrol

Refernces