(+)-11β-hydroxy-apoaromadendrone

Base Information

• Chemical Name: (+)-11β-hydroxy-apoaromadendrone
• CAS No.: 99147-42-9
• Molecular Formula: C₁₄H₂₂O₂
• Molecular Weight: 222.327
• Mol file: 99147-42-9.mol

Synonyms:(+)-11β-hydroxy-apoaromadendrone

Chemical Property of (+)-11β-hydroxy-apoaromadendrone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (+)-11β-hydroxy-apoaromadendrone

There total 4 articles about (+)-11β-hydroxy-apoaromadendrone 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: 36.0%

(-)-apoaromadendrone (6790-66-5,14682-45-2,14917-87-4,95977-69-8,97275-30-4,97950-12-4,99147-41-8) → (+)-11β-hydroxy-apoaromadendrone (99147-42-9)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; In tetrachloromethane; water; acetonitrile; at 50 ℃; for 48h;

DOI:10.1016/S0040-4020(01)88765-2

Reference yield:

(1aR,4aR,7R,7aS,7bS)-1,1,7-Trimethyldecahydro-4H-cyclopropa[e]azulen-4-one (99147-41-8) → (+)-11β-hydroxy-apoaromadendrone (99147-42-9)

Guidance literature:

With ozone; triethyl phosphite; Yield given. Multistep reaction; 1) cyclohexane, 6h, 5 deg C;

DOI:10.1016/S0040-4039(00)94792-0

Reference yield:

(+)-aromadendrene (489-39-4,552-01-2,14682-34-9,14682-39-4,14682-40-7,14682-42-9,25246-27-9,55721-09-0,72747-25-2,74036-37-6,97950-10-2,109119-91-7,125133-80-4,146389-60-8) → (+)-11β-hydroxy-apoaromadendrone (99147-42-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) O₃, 2) triethyl phosphite / 1) ethanol, 5 deg C

2: 1) O₃, 2) triethyl phosphite / 1) cyclohexane, 6h, 5 deg C

With ozone; triethyl phosphite;

DOI:10.1016/S0040-4039(00)94792-0

upstream raw materials:

(1aR,4aR,7R,7aS,7bS)-1,1,7-Trimethyldecahydro-4H-cyclopropa[e]azulen-4-one

(-)-apoaromadendrone

(+)-aromadendrene

Downstream raw materials:

4β,10α-aromadendranediol

4β,10β-aromadendranediol

spathulenol

(+)-11β-hydroxy-alloaromadendrone

Refernces

• 1、 Gijsen, Harrie J. M.,Wijnberg, Joannes B. P. A.,Stork, Gerrit A.,De Groot, Aede,De Waard, Maarten A.,Van Nistelrooy, Johannes G. M.. "The synthesis of mono- and dihydroxy aromadendrane sesquiterpenes, starting from natural (+)-aromadendrene-III". . p. 2465 - 2476. Retrieved 2007/10/02.